Synthetic communications

Synthesis of (2 S, 4 S)-4-hydroxyproline from D-glucose

HB Mereyala, G Pathuri, L Nagarapu

Index: Mereyala, Hari Babu; Pathuri, Gopal; Nagarapu, Lingaiah Synthetic Communications, 2012 , vol. 42, # 9 p. 1278 - 1287

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Citation Number: 6

Abstract

We report herein for the first time a new route to synthesize I from naturally occurring carbohydrate raw material (viz., D-glucose). The present protocol is also aimed at preparation of various isomeric forms and analogs of I needed for drug discovery research. Retrosynthetic analysis (Scheme 1) indicated diacetone-D-glucose 1 as a suitable substrate to achieve synthesis of amino acid derivative I. To synthesize the target compound from D-glucose would require synthetic ...

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