Acyclic aldehydo sugars: 1,3-dimethyl-4,5-diamino uracil as recoverable carbonyl protecting group

IF 0.7 4区 化学 Q4 CHEMISTRY, ORGANIC Letters in Organic Chemistry Pub Date : 2023-09-01 DOI:10.2174/1570178620666230901101009
David Fuentes-Ríos, Manuel Doña, J. López-Romero, Rodrigo Rico
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Abstract

1,3-dimethyl-4,5-diaminouracil has been used as an efficient protecting group for the carbonyl moiety in sugars by the formation of the imine group. The protection reaction is carried out under mild conditions, the yields are quantitative in most of the cases, and the protecting group is completely recovered and reused. After per-acetylation, deprotection is accomplished at room temperature with aqueous formic acid to produce acyclic acetylated sugars in good global yield.
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无环醛糖:1,3-二甲基-4,5-二氨基尿嘧啶作为可回收的羰基保护基
1,3-二甲基-4,5-二氨基尿嘧啶已通过亚胺基团的形成用作糖中羰基部分的有效保护基团。保护反应在温和的条件下进行,在大多数情况下产率是定量的,保护基团完全回收并重复使用。每次乙酰化后,在室温下用甲酸水溶液进行脱保护,以良好的总产率生产无环乙酰化糖。
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来源期刊
Letters in Organic Chemistry
Letters in Organic Chemistry 化学-有机化学
CiteScore
1.30
自引率
12.50%
发文量
135
审稿时长
7 months
期刊介绍: Aims & Scope Letters in Organic Chemistry publishes original letters (short articles), research articles, mini-reviews and thematic issues based on mini-reviews and short articles, in all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is to publish quality papers rapidly by taking full advantage of latest technology for both submission and review of the manuscripts. The journal is an essential reading for all organic chemists belonging to both academia and industry.
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