• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】10306

【品名】(2R)-2-Amino-3-(2-oxo-1,2-dihydro-4-quinolinyl)propionic acid

【CA登记号】

【 分 子 式 】C12H12N2O3

【 分 子 量 】232.23896

【元素组成】C 62.06% H 5.21% N 12.06% O 20.67%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VIIR)

3) The methylation of 3-(2-oxo-1,2-dihydroquinolin-4-yl)-(R,S)-alanine (IX) with SOCl2 and methanol yields the corresponding methyl ester (X), which is submitted to optical resolution with D-(-)-mandelic acid, affording adducts (XII) and (XIII). The hydrolytic treatment of (XII) and (XIII) with HCl and propylene oxide finally yields isomers (VIIr) and (VIIs), already obtained. Racemic OPC-12759 can also be resolved into its optical isomers by treatment with brucine and fractionated crystallization.

1 Morita, S.; Yamasaki, K.; Shimizu, T.; Uchida, M.; Otsubo, K.; Kanbe, T.; Synthesis and antiulcer activity of optical isomers of 2-(4-chlorobenzoy lamino)-3-[2(1H)-quinolinon-4-yl]propionic acid (rebamipide). Chem Pharm Bull 1991, 39, 11, 2906.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(VII-S) 10299 (2S)-2-Amino-3-(2-oxo-1,2-dihydro-4-quinolinyl)propionic acid C12H12N2O3 详情 详情
(VIIR) 10306 (2R)-2-Amino-3-(2-oxo-1,2-dihydro-4-quinolinyl)propionic acid C12H12N2O3 详情 详情
(IX) 10301 2-Amino-3-(2-oxo-1,2-dihydro-4-quinolinyl)propionic acid C12H12N2O3 详情 详情
(X) 10302 methyl 2-amino-3-(2-chloro-4-quinolinyl)propanoate C13H13ClN2O2 详情 详情
(XI) 10303 (2R)-2-Hydroxy-2-phenylethanoic acid; R-(-)-Mandelic acid 611-71-2 C8H8O3 详情 详情
(XII) 10304 compound with hydroxy-phenyl-acetic acid; 2-Amino-3-(2-oxo-1,2-dihydro-quinolin-4-yl)-propionic acid methyl ester C13H14N2O3.C8H8O3 详情 详情
(XIII) 10305 2-Amino-3-(2-oxo-1,2-dihydro-quinolin-4-yl)-propionic acid methyl ester; compound with hydroxy-phenyl-acetic acid C13H14N2O3.C8H8O3 详情 详情
Extended Information