Related Products of 61881-19-4, A common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A mixture of 12 (1.35 g, 1.16 mmol), (N-phenyl)-2,2,2-trifluoroacetoimidoyl chloride (482 mg, 2.32 mmol), andK2CO3 (802 mg, 5.80 mmol) in acetone (23.2 mL) was stirred for 1 h at room temperature. The reaction mixture was filtered through Celite, and concentrated. The crude product was purified by gelpermeation chromatography [S-X3, toluene-EtOAc (75:25)] and silica gel column chromatography with hexane-EtOAc (71:29) to give the title product 13 (1.31 g, 85%). [alpha]D -0.7 (c 1.4, CHCl3);1H-NMR (500 MHz, CDCl3) delta7.38-7.08 (m, 23H, Ar), 6.75-6.71 (m, 3H, Ar, NH), 6.32 (br, 1H, H-1GlcN),5.88-5.80 (m, 1H, H2C=CHCH2), 5.31-5.21 (m, 5H, H2C=CHCH2, H-1Fuc, H-2Fuc, H-3Fuc, H-4Fuc),5.14 (dd, 1H, Jtrans = 10.5 Hz, Jgem = 1.4 Hz, H2C=CHCH2), 4.95 (dd, 1H, J4,5 = 10.5 Hz, J5,6 = 6.4 Hz,H-5Fuc), 4.84 (d, 1H, Jgem = 11.9 Hz, PhCH2), 4.73 (d, 1H, Jgem = 11.4 Hz, PhCH2), 4.64-4.49 (m, 7H,PhCH2 5, H-2GlcN, H-1Gal), 4.44 (d, 1H, Jgem = 11.6 Hz, PhCH2), 4.16 (t, 1H, J2,3 = J3,4 = 9.2 Hz,H-3GlcN), 4.10-4.05 (m, 3H, H2C=CHCH2 2, H-4GlcN), 3.87-3.81 (m, 3H, H-4Gal, H-6aGal, H-5GlcN),3.70 (dd, 1H, J5,6b = 7.5 Hz, Jgem = 9.2 Hz, H-6bGal), 3.62-3.56 (m, 3H, H-2Gal, H-6aGlcN, H-6bGlcN),3.46-3.44 (m, 1H, H-5Gal), 3.24 (dd, 1H, J2,3 = 9.7 Hz, J3,4 = 2.7 Hz, H-3Gal), 2.14 (s, 3H, Ac), 2.02 (s, 3H,Ac), 2.00 (s, 3H, Ac), 0.78 (d, 3 H, H-6Fuc); 13C-NMR (125 MHz,CDCl3) delta 170.4, 120.2, 169.5, 161.2, 142.9, 138.7, 138.4, 138.2, 137.5, 134.9, 129.2, 129.0, 128.8, 128.5, 128.4,128.3, 128.2, 128.1, 128.0, 127.8, 127.8, 127.7, 127.6, 127.3, 124.6, 119.3, 116.6, 103.8, 95.9, 92.4, 81.9, 78.5, 77.6,74.9, 74.8, 74.2, 73.7, 73.7, 73.3, 73.2, 72.2, 71.9, 71.7, 71.6, 68.7, 68.1, 68.0, 66.7, 64.8, 54.7, 20.8, 20.8, 20.7, 15.4.HRMS (ESI) m/z: found [M + Na]+ 1351.3539, C65H70Cl3F3N2O18 calcd. for [M + Na]+ 1351.3539.
The synthetic route of 61881-19-4 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Kobayashi, Daisuke; Ueki, Akiharu; Yamaji, Tomoya; Nagao, Kazuya; Imamura, Akihiro; Ando, Hiromune; Kiso, Makoto; Ishida, Hideharu; Molecules; vol. 21; 5; (2016);,
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