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An alternative synthesis of anomeric methyl 2-deoxy-4-thio-D-erythro-pentofuranosides

✍ Scribed by Fu, Yun-Lung.; Bobek, Miroslav.

Book ID
126079459
Publisher
American Chemical Society
Year
1976
Tongue
English
Weight
659 KB
Volume
41
Category
Article
ISSN
0022-3263

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Anomere Methyl-2-desoxy-4-thio-D-erythro
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## Abstract Die selektive Benzoylierung von 3‐Desoxy‐1.2‐__O__‐isopropyliden‐D‐__ribo__‐hexofuranose (1) bei −15° liefert 6‐__O__‐Benzoyl‐desoxy‐1.2‐__O__‐isopropyliden‐D‐__ribo__‐hexofuranose (2), die mit Tosylchlorid in 6‐__O__‐Benzoyl‐3‐desoxy‐1.2‐__O__‐isopropyliden‐5‐__O__‐tosyl‐D‐__ribo__‐hex

An improved synthesis of benzyl 3,5-di-O
An improved synthesis of benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-d-erythro-pentofuranoside, an intermediate in the synthesis of 4′-thionucleosides
✍ Michael R. Dyson; Paul L. Coe; Richard T. Walker 📂 Article 📅 1992 🏛 Elsevier Science 🌐 English ⚖ 846 KB

Treatment of methyl 3,5-di-O-benzyl-2-deoxy-a,8-r>-erythro-pentofuranoside with a-toluenethiol and cont. hydrochloric acid gave 3,5-di-0-benzyl-2-deoxy-D-erythro-pentose dibenzyl dithioacetal (21). Mesylation of 21 and ring closure gave benzyl 3,S-di-O-benzyl-2-deoxy-l,4-dithio-a,P-L-threo-pentofura