One-Flask Syntheses of c-di-GMP and the [Rp,Rp] and [Rp,Sp] Thiophosphate Analogues

被引：92

作者：

Gaffney, Barbara L. ^{[1
]}

Veliath, Elizabeth ^{[1
]}

Zhao, Jianwei ^{[1
]}

Jones, Roger A. ^{[1
]}

机构：

[1] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 14期

关键词：

CYCLIC DIGUANYLATE; SIGNALING MOLECULE; PHASE SYNTHESIS; ACID; 2ND-MESSENGER; POLYMORPHISM; DERIVATIVES; RIBOSWITCH;

D O I：

10.1021/ol101236b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An integrated set of reactions and conditions that allow an eight-step one-flask synthesis of the protected derivatives of c-di-GMP and the [R-p,R-p] and [R-p,S-p] thiophosphate analogues is reported. Deprotection is also carried out as a one-flask procedure, with the final products isolated by crystallization from the reaction mixture. Chromatography is only used for separation of the thiophosphate diastereomers.

引用

页码：3269 / 3271

页数：3

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