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METHODS FOR PREPARING (2S,3R,4R)-4,5-DIHYDROXYISOLEUCINE DERIVATIVE AND INTERMEDIATES THEREOF

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5Claims · 5 independent
§ Ⅰ

Dossier Overview

Inventor

Guodu LIU; Zongwei LI; Xinlong YAN

IPC Classification

C7C 269/6B1J 31/18B1J 31/22C7C 249/2C7C 251/24

CPC Classification

C7C269/6B1J31/1805B1J31/2295C7C249/2C7C251/24B1J2231/44B1J2531/4B1J2531/16B1J2531/822C7C2603/18

Provided are methods for preparing a (2S,3R,4R)-4,5-dihydroxyisoleucine (DHile) derivative and intermediates thereof. Methods for preparing a series of intermediates of the (2S,3R,4R)-4,5-DHile derivative are provided, on the basis of which the (2S,3R,4R)-4,5-DHile derivative could be prepared. Specifically, a glycine derivative, benzophenone imine glycine tert-butyl ester (compound 1, with a structure shown in Formula 1) that is easy to be purchased through commercial channels and has a low price, is selected as a starting reaction raw material; the starting reaction raw material is subjected to asymmetric allylation, asymmetric dihydroxylation, and introduction or removal of protective groups to achieve efficient asymmetric synthesis of a target product.

Original (Chinese)

Provided are methods for preparing a (2S,3R,4R)-4,5-dihydroxyisoleucine (DHile) derivative and intermediates thereof. Methods for preparing a series of intermediates of the (2S,3R,4R)-4,5-DHile derivative are provided, on the basis of which the (2S,3R,4R)-4,5-DHile derivative could be prepared. Specifically, a glycine derivative, benzophenone imine glycine tert-butyl ester (compound 1, with a structure shown in Formula 1) that is easy to be purchased through commercial channels and has a low price, is selected as a starting reaction raw material; the starting reaction raw material is subjected to asymmetric allylation, asymmetric dihydroxylation, and introduction or removal of protective groups to achieve efficient asymmetric synthesis of a target product.

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