Direct resolution of α-monoalkyl-α-aryloxyacetic acids via ester or imide derivatives

被引：11

作者：

Amoroso, R

Bettoni, G

Tricca, ML

Loiodice, F

Ferorelli, S

机构：

[1] Univ G DAnnunzio, Ist Sci Farm, I-66100 Chieti, Italy

[2] Univ Bari, Dipartimento Farmacochim, I-70126 Bari, Italy

来源：

FARMACO | 1998年 / 53卷 / 01期

关键词：

alpha-monoalkyl alpha-aryloxyacetic acids; direct resolution; ester derivatives; imide derivatives; (R)-ethyl mandelate; (R)-pantolactone; (S)-4-(1-methylethyl)-2-oxazolidinone;

D O I：

10.1016/S0014-827X(97)00010-4

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

This paper describes a simple procedure for the resolution of racemic alpha-monoalkyl alpha-aryloxyacetic acids, using the chromatographic separation of their covalent derivatives. (R)-Ethyl mandelate, (R)-pantolactone and (S)-4-(1-methylethyl)-2-oxazolidinone are the resolving agents involved in the formation of equimolecular diastereomeric mixtures of esters or imides. Chromatograpkic resolutions were performed by means of gas chromatography (GC), thin-layer chromatography (TLC) and flash chromatography. Successive hydrolysis of separated diastereomers provided optically pure aryloxyacetic acids. (C) 1998 Elsevier Science S.A.

引用

页码：73 / 79

页数：7

共 14 条

[1]

[Anonymous], 1984, ASYMMETRIC SYNTHESIS

[2] STEREOSPECIFICITY OF THE CHLORIDE-ION CHANNEL - THE ACTION OF CHIRAL CLOFIBRIC ACID ANALOGS [J].