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Nucleosides of (2r)-2-c-methyl-2-deoxy-erythro-d-pentose

✍ Scribed by J.J.K. Novák; J. Sˇmejkal; F. Sˇorm


Book ID
104239291
Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
92 KB
Volume
10
Category
Article
ISSN
0040-4039

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✦ Synopsis


We wish to report the synthesis of some derivatives of hitherto unknown 2-C-methyl-2-deoxy-erythro-D-pentose with the absolute R configuration at C(2 ). This sugar can be considered as an isoster of D-ribose. The synthesis proceeds from 2-C-methyl-D-ribonolactone (I), which was partially esterified to compound II. This reacted with HBr to give bromo]actone III. Hydrogenolys~s of


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✍ Michael L. Phillips; Rosanne Bonjouklian 📂 Article 📅 1986 🏛 Elsevier Science 🌐 English ⚖ 404 KB

A method for the synthesis of chiral cyclic analogues of platelet-activating factor (PAF) is reported. Treatment of suitably substituted derivatives of 2-deoxy-D-erythro-pentose with phosphorus oxychloride, followed by choline p-toluenesulfonate generates cyclic phospholipids in good yield. Further