Explore more uses of cas: 39637-74-6 | Russian Journal of Organic Chemistry

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Synthetic Route of C10H13ClO3) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Chukicheva, I. Yu.;Krylova, M. V.;Buravlev, E. V.;Suponitskii, K. Yu.;Kutchin, A. V. published 《Alkylation of 2,4-dimethylphenol with (+)-α- and (-)-β-pinenes in the presence of aluminum xylenolate》. The research results were published in《Russian Journal of Organic Chemistry》 in 2014.Synthetic Route of C10H13ClO3 The article conveys some information:

Alkylation of 2,4-dimethylphenol with (+)-α- and (-)-β-pinenes in the presence of aluminum 2,4-dimethylphenoxide generated in situ gave mixtures of products, from which optically active compounds were isolated. The structure of 2-bornyl-4,6-dimethylphenol was determined by x-ray anal.; its (+)- and (-)-enantiomers were assigned (1R,2R,4S) and (1S,2S,4R) configurations, resp. And (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) was used in the research process.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Synthetic Route of C10H13ClO3) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Cas: 39637-74-6 was involved in experiment | Bioorganic Chemistry 2019

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 SDS of cas: 39637-74-6) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

SDS of cas: 39637-74-6In 2019, Chantarasriwong, Oraphin;Dorwart, Tanis J.;Morales, Theodore Habarth;Maggio, Stephanie F.;Settle, Aspen L.;Milcarek, Andrew T.;Alpaugh, Mary L.;Theodoraki, Maria A.;Theodorakis, Emmanuel A. published 《Chiral resolution of a caged xanthone and evaluation across a broad spectrum of breast cancer subtypes》. 《Bioorganic Chemistry》published the findings. The article contains the following contents:

Racemic resolution of (+/-)-MAD28, a representative caged xanthone, was accomplished using (1S, 4R)-(-)-camphanic chloride as the chiral agent. Selective crystallization of the resulting diastereomers in acetonitrile produced, after hydrolysis, the pure enantiomers. Screening of racemic MAD28 and both enantiomers across a broad spectrum of breast cancer cell lines revealed that they: (a) are equipotent in each of the breast cancer subtypes examined; and (b) exhibit a higher degree of cytotoxicity against breast cancer cell lines of basal-like subtype and triple neg. receptor status. The results support the notion that MAD28 and related caged xanthones are promising drug leads against chemoresistant and metastatic cancers.(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) were involved in the experimental procedure.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 SDS of cas: 39637-74-6) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Cas: 39637-74-6 | Zhao, Yangpublished an article in 2015

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Quality Control of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Zhao, Yang;Weix, Daniel J. published 《Enantioselective Cross-Coupling of meso-Epoxides with Aryl Halides》 in 2015. The article was appeared in 《Journal of the American Chemical Society》. They have made some progress in their research.Quality Control of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) The article mentions the following:

The first enantioselective cross-electrophile coupling of aryl bromides with meso-epoxides to form trans-β-arylcycloalkanols is presented. The reaction is catalyzed by a combination of (bpy)NiCl2 and a chiral titanocene under reducing conditions. Yields range from 57 to 99% with 78-95% enantiomeric excess. The 30 examples include a variety of functional groups (ether, ester, ketone, nitrile, ketal, trifluoromethyl, sulfonamide, sulfonate ester), both aryl and vinyl halides, and five- to seven-membered rings. The intermediacy of a carbon radical is strongly suggested by the conversion of cyclooctene monoxide to an aryl [3.3.0]bicyclooctanol. The experimental procedure involved many compounds, such as (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) .

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Quality Control of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

New progress of cas: 39637-74-6 | Journal of the American Chemical Society 2020

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Electric Literature of C10H13ClO3) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Verreault, Dominique;Moreno, Kevin;Merlet, Eric;Adamietz, Frederic;Kauffmann, Brice;Ferrand, Yann;Olivier, Celine;Rodriguez, Vincent published 《Hyper-Rayleigh Scattering as a New Chiroptical Method: Uncovering the Nonlinear Optical Activity of Aromatic Oligoamide Foldamers》. The research results were published in《Journal of the American Chemical Society》 in 2020.Electric Literature of C10H13ClO3 The article conveys some information:

Mol. helixes based on self-organized aromatic oligoamide foldamers have been designed and prepared in their two enantiomeric forms in order to probe their second-order nonlinear chiroptical properties in solution The quinoline oligoamides were rationally functionalized by electron-donating and electron-withdrawing groups to afford a gradual increase of the electronic polarization of the helical architectures. Their hyper-Rayleigh scattering (HRS) responses in solution were accordingly assessed, using either linearly polarized or circularly polarized incident light. Both methods allowed us to observe nonlinear optical activity that was quantified, for the first time for mol. systems, through circular differential scattering intensity ratios. The hyper-Rayleigh optical activity study reveals important charge-transfer differences within the aromatic oligomers, depending on the helix handedness and on the extent of electronic polarization induced by the appended substituents. The origin of the enantiomeric difference is discussed considering both achiral and chiral contributions. Overall, using aromatic oligoamide foldamers as a chiral model, we demonstrate the capabilities of HRS as a complementary chiroptical method, ideally suited for the anal. of various chiral mol. and supramol. systems in solution The reliability and chiral discrimination sensitivity of the method can be further improved through dynamic measurements using standard polarization modulation and heterodyning techniques. And (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) was used in the research process.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Electric Literature of C10H13ClO3) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Cas: 39637-74-6 | Zhang, Chen et al. made new progress in 2017

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Category: chlorides-buliding-blocks) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Zhang, Chen;Li, Fangqiong;Yu, Yan;Huang, Anbang;He, Ping;Lei, Ming;Wang, Jianmin;Huang, Longbin;Liu, Zhenhong;Liu, Jianyu;Wei, Yonggang published 《Design, Synthesis, and Evaluation of a Series of Novel Benzocyclobutene Derivatives as General Anesthetics》 in 2017. The article was appeared in 《Journal of Medicinal Chemistry》. They have made some progress in their research.Category: chlorides-buliding-blocks The article mentions the following:

In the present work, a series of structurally novel benzocyclobutene derivatives were identified as general anesthetics through the loss of righting reflex (LORR) experiment on mice. Our initial efforts found compound 1a with a fused four-membered ring on the 2,3-position of the phenol ring could significantly improve the safety profile. Further SAR study revealed that small hydrogen bond acceptor (HBA) groups are optimal for good ED50 along with much broader therapeutic windows, such as compounds 16b and 17. Present work demonstrates the superiority of this novel benzocyclobutene scaffold. The experimental procedure involved many compounds, such as (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) .

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Category: chlorides-buliding-blocks) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Othman, Dina I. A. et al. published new progress in experiments with the help of cas: 39637-74-6

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Product Details of 39637-74-6) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Othman, Dina I. A.;Otsuka, Kota;Takahashi, Shuhei;Selim, Khalid B.;El-Sayed, Magda A.;Tantawy, Atif S.;Okauchi, Tatsuo;Kitamura, Mitsuru published 《Total Synthesis of Eleuthoside A; Application of Rh-Catalyzed Intramolecular Cyclization of Diazonaphthoquinone》 in 2018. The article was appeared in 《Synlett》. They have made some progress in their research.Product Details of 39637-74-6 The article mentions the following:

The first total synthesis of (±)-eleutherol and eleuthoside A, the natural cytotoxic substances extracted from medicinal Indonesian plant, is described. First, the synthesis of (±)-eleutherol has been accomplished in nine steps starting from bromo methoxy aldehyde with the aid of diazo-transfer chem. approach. Second, a metal-catalyzed intramol. cyclization reaction of the corresponding diazonaphthoquinone led to the desired eleuotherol, which served as a precursor to eleuthoside A. Then, several glycosidation routes, using different glucosyl donors, were experimented to reach effective O-glycosidation of eleutherol. The only successful strategy involved Koenigs-Knorr glycosylation using peracetyl glycosyl bromide in the presence of Ag2O and quinoline. This strategy furnished our desired acetylated glycoside of β-configuration, regioselectively. Finally, deacetylation and successive separation of diastereomers were conducted to give eleuthoside A. The experimental procedure involved many compounds, such as (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) .

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Product Details of 39637-74-6) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Morisaki, Yasuhiro et al. published new progress in experiments with the help of cas: 39637-74-6

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Formula: C10H13ClO3) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Morisaki, Yasuhiro;Sawada, Risa;Gon, Masayuki;Chujo, Yoshiki published 《New Types of Planar Chiral [2.2]Paracyclophanes and Construction of One-Handed Double Helices》 in 2016. The article was appeared in 《Chemistry – An Asian Journal》. They have made some progress in their research.Formula: C10H13ClO3 The article mentions the following:

New types of planar chiral (Rp)- and (Sp)-4,7,12,15-tetrasubstituted [2.2]paracyclophanes were synthesized from racemic 4,12-dihydroxy[2.2]paracyclophane as the starting compound Regioselective dibromination and transformation afforded a series of planar chiral (Rp)- and (Sp)-4,7,12,15-tetrasubstituted [2.2]paracyclophanes, which can be used as chiral building blocks. In this study, left- and right-handed double helical structures were constructed via chemoselective Sonogashira-Hagihara coupling. The double helical compounds were excellent circularly polarized luminescence (CPL) emitters with large molar extinction coefficients, good photoluminescence quantum efficiencies, and large CPL dissymmetry factors. The experimental procedure involved many compounds, such as (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) .

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Formula: C10H13ClO3) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Cas: 39637-74-6 was involved in experiment | Journal of the American Chemical Society 2022

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Product Details of 39637-74-6) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Nicolaou, K. C.;Yu, Ruocheng;Lu, Zhaoyong;Alvarez, Fernando G. published 《Total Synthesis of Gukulenin B via Sequential Tropolone Functionalizations》. The research results were published in《Journal of the American Chemical Society》 in 2022.Product Details of 39637-74-6 The article conveys some information:

The synthesis of functionalized aromatic compounds is a central theme of research for modern organic chem. Despite the increasing finesse in the functionalization of five- and six-membered aromatic rings, their seven-membered-ring sibling, tropolone (2-hydroxy-2,4,6-cycloheptatrien-1-one), remains a challenging target for synthetic derivatization. This challenge primarily emanates from the unique structural and chem. properties of tropolonoid compounds, which often lead to unexpected and undesired reaction outcomes under conditions developed for the functionalizations of other aromatic moieties. Herein, the authors describe the total synthesis of one of the most complex natural tropolonoids, gukulenin B (I). The synthetic route features a series of site-selective aromatic C-H bond functionalizations and C-C bond formations, whose reaction conditions are judiciously tuned to allow uncompromised performance on the tropolone nucleus. The flexibility and modularity of the synthesis are expected to facilitate further synthetic and biol. studies of the gukulenin family of cytotoxins. In addition, the methods and tactics developed herein for the functionalization of the tropolone moiety could inspire and enable chemists of multiple disciplines to take advantage of this privileged yet underexplored structural motif.(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) were involved in the experimental procedure.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Product Details of 39637-74-6) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Angewandte Chemie, International Edition | Cas: 39637-74-6 was involved in experiment

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Safety of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Hou, Si-Hua;Tu, Yong-Qiang;Wang, Shuang-Hu;Xi, Chao-Chao;Zhang, Fu-Min;Wang, Shao-Hua;Li, Yan-Tao;Liu, Lin published 《Total Syntheses of the Tetracyclic Cyclopiane Diterpenes Conidiogenone, Conidiogenol, and Conidiogenone B》 in 2016. The article was appeared in 《Angewandte Chemie, International Edition》. They have made some progress in their research.Safety of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) The article mentions the following:

Total syntheses of the biol. important and structurally unique tetracyclic diterpenes (+)-conidiogenone (I), (+)-conidiogenol (II), and (+)-conidiogenone B (III) of the cyclopiane class are reported. The absolute configuration of naturally occurring conidiogenone B was also corrected The key step of our strategy involved the highly efficient construction of both ring C and the quaternary carbon center shared by rings A and C through a one-step regioselective and diastereoselective cycloenlargement in the form of a semipinacol-type rearrangement. In particular, the desired regioselectivity was made possible by properly adjusting the migratory aptitude of the migrating carbon atom through the introduction of an electron-donating phenylthio group at this position. To complete the study, the researchers used (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) .

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Safety of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of cas: 39637-74-6 | Howard, James K. et al. published an article in 2016

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 SDS of cas: 39637-74-6) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Howard, James K.;Mueller, Marion;Berry, Alan;Nelson, Adam published 《An Enantio- and Diastereoselective Chemoenzymatic Synthesis of α-Fluoro β-Hydroxy Carboxylic Esters》 in 2016. The article was appeared in 《Angewandte Chemie, International Edition》. They have made some progress in their research.SDS of cas: 39637-74-6 The article mentions the following:

The trans-o-hydroxybenzylidene pyruvate aldolase-catalyzed reactions between fluoropyruvate and many (hetero)aromatic aldehydes yield aldol adducts without subsequent dehydration. Treatment of the reaction products with hydrogen peroxide yields the corresponding syn-configured α-fluoro β-hydroxy carboxylic acids which have >98 % ee. The overall chemoenzymic approach, in which fluoropyruvate serves as a fluoroacetate equivalent, may be exploited in the synthesis of polar building blocks and fragments with potential value in drug discovery.(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) were involved in the experimental procedure.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 SDS of cas: 39637-74-6) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics