Quality Control of 1-Chloro-2-methylbenzene. Matsumoto, Y; Sawamura, J; Murata, Y; Nishikata, T; Yazaki, R; Ohshima, T in [Murata, Yumi; Nishikata, Takashi] Yamaguchi Univ, Grad Sch Sci & Engn, Ube, Yamaguchi 7558611, Japan; [Matsumoto, Yohei; Sawamura, Jun; Yazaki, Ryo; Ohshima, Takashi] Kyushu Univ, Grad Sch Pharmaceut Sci, Higashi Ku, Fukuoka 8128582, Japan published Amino Acid Schiff Base Bearing Benzophenone Imine As a Platform for Highly Congested Unnatural alpha-Amino Acid Synthesis in 2020.0, Cited 65.0. The Name is 1-Chloro-2-methylbenzene. Through research, I have a further understanding and discovery of 95-49-8.
Unnatural alpha-amino acids are invaluable building blocks in synthetic organic chemistry and could upgrade the function of peptides. We developed a new mode for catalytic activation of amino acid Schiff bases, serving as a platform for highly congested unnatural alpha-amino acid synthesis. The redox active copper catalyst enabled efficient cross-coupling to construct contiguous tetrasubstituted carbon centers. The broad functional group compatibility highlights the mildness of the present catalysis. Notably, we achieved successive beta-functionalization and oxidation of amino acid Schiff bases to afford dehydroalanine derivatives bearing tetrasubstituted carbon. A three-component cross-coupling reaction of an amino acid Schiff base, alkyl bromides, and styrene derivatives demonstrated the high utility of the present method. The diastereoselective reaction was also achieved using menthol derivatives as a chiral auxiliary, delivering enantiomerically enriched alpha-amino acid bearing alpha,beta-continuous tetrasubstituted carbon. The synthesized highly congested unnatural alpha-amino acid could be derivatized and incorporated into peptide synthesis.
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Reference:
Patent; Nanjing Zhongteng Chemical Co., Ltd.; Zhong Hua; Lu Minshan; Chen Xiuzhen; Liu Qiaobao; Yin Hengbo; Wang Aili; (8 pag.)CN104876790; (2017); B;,
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