Hydrolysis Reactions and Resolution of (±)-2-Acetamido-3-hydroxy-1-(4-nitrophenyl)-1-propanone

高等学校化学研究 ›› 2002, Vol. 18 ›› Issue (4): 409-411.

Hydrolysis Reactions and Resolution of (±)-2-Acetamido-3-hydroxy-1-(4-nitrophenyl)-1-propanone

YANG Hui, QIU Guo-fu, FENG Xi-chun, HE Jian-she, HU Xian-ming

College of Pharmacy, Wuhan University, Wuhan 430072, P. R. China

收稿日期:2001-04-20 出版日期:2002-12-24 发布日期:2011-08-04
基金资助:
Supported by the Science and Technology Fund of Wuhan City(No.996001016G).

Hydrolysis Reactions and Resolution of (±)-2-Acetamido-3-hydroxy-1-(4-nitrophenyl)-1-propanone

YANG Hui, QIU Guo-fu, FENG Xi-chun, HE Jian-she, HU Xian-ming

College of Pharmacy, Wuhan University, Wuhan 430072, P. R. China

Received:2001-04-20 Online:2002-12-24 Published:2011-08-04
Supported by:
Supported by the Science and Technology Fund of Wuhan City(No.996001016G).

摘要/Abstract

摘要： The hydrolysis reaction of (±)-2-acetamido-3-hydroxy-1-(4-nitrophenyl)-1-propanone[(±)-1], an intermediate of chloramphenicol, was studied and three different products were obtained respectively under different reaction conditions. The resolution of hydrolysis product (±)-2-amino-3-hydroxy- 1-(4-nitrophenyl)-1-propanone[(±)-3] was carried out. A process of crystallization-induced asymmetric transformation was observed and up to 76% of the optically pure enantiomer was obtained in the resolution of (±)-3.

关键词: Hydrolysis, Resolution, Epimerization

Abstract: The hydrolysis reaction of (±)-2-acetamido-3-hydroxy-1-(4-nitrophenyl)-1-propanone[(±)-1], an intermediate of chloramphenicol, was studied and three different products were obtained respectively under different reaction conditions. The resolution of hydrolysis product (±)-2-amino-3-hydroxy- 1-(4-nitrophenyl)-1-propanone[(±)-3] was carried out. A process of crystallization-induced asymmetric transformation was observed and up to 76% of the optically pure enantiomer was obtained in the resolution of (±)-3.

Key words: Hydrolysis, Resolution, Epimerization

YANG Hui, QIU Guo-fu, FENG Xi-chun, HE Jian-she, HU Xian-ming. Hydrolysis Reactions and Resolution of (±)-2-Acetamido-3-hydroxy-1-(4-nitrophenyl)-1-propanone[J]. 高等学校化学研究, 2002, 18(4): 409-411.

YANG Hui, QIU Guo-fu, FENG Xi-chun, HE Jian-she, HU Xian-ming. Hydrolysis Reactions and Resolution of (±)-2-Acetamido-3-hydroxy-1-(4-nitrophenyl)-1-propanone[J]. Chemical Research in Chinese Universities, 2002, 18(4): 409-411.

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Hydrolysis Reactions and Resolution of (±)-2-Acetamido-3-hydroxy-1-(4-nitrophenyl)-1-propanone

Hydrolysis Reactions and Resolution of (±)-2-Acetamido-3-hydroxy-1-(4-nitrophenyl)-1-propanone

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