The Journal of organic chemistry

Synthesis of deoxytetrahydrouridine

J Norton, H Matsuo, SJ Sturla

Index: Norton, Jolanna; Matsuo, Hiroshi; Sturla, Shana J. Journal of Organic Chemistry, 2009 , vol. 74, # 5 p. 2221 - 2223

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Citation Number: 4

Abstract

The α-hydroxyamido functionality of 2′-deoxytetrahydrouridine (dTHU) makes this seemingly simple and generally useful compound difficult to obtain. Reported synthetic strategies produce extremely poor yields and multiple products, and full characterization data is not available. Described herein is a two-step approach for synthesizing dTHU in increased yields and purity; stability concerns are also addressed. Catalytic reduction (5% ...