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受限乙基（cEt）嘌呤和嘧啶核苷的模块化合成。

Modular Synthesis of Constrained Ethyl (cEt) Purine and Pyrimidine Nucleosides.

作者信息

Blade Helen, Bradley Derek, Diorazio Louis, Evans Timothy, Hayter Barry R, Howell Gareth P

机构信息

Pharmaceutical Development, AstraZeneca, Charter Way, Macclesfield SK10 2NA, United Kingdom.

出版信息

J Org Chem. 2015 May 15;80(10):5337-43. doi: 10.1021/acs.joc.5b00607. Epub 2015 Apr 28.

DOI:10.1021/acs.joc.5b00607
PMID:25894018
Abstract

A modular and scalable approach to pyrimidine- and purine-containing constrained ethyl (cEt) nucleosides is demonstrated. Minimizing stereochemical adjustments and protecting group manipulations, diacetone glucose is converted to two representative cEt nucleosides via a functionalized, common intermediate. The retrosynthetic approach to this complex class of drug precursors offers clear benefits over existing routes based on step count and efficiency.

摘要

展示了一种用于含嘧啶和嘌呤的受限乙基（cEt）核苷的模块化且可扩展的方法。通过最小化立体化学调整和保护基操作，双丙酮葡萄糖经由一个官能化的通用中间体转化为两种代表性的cEt核苷。相较于基于步骤数和效率的现有路线，这种复杂类别的药物前体的逆合成方法具有明显优势。

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