Synthesis of 2-Deoxy-β-D-ribonucleosides and 2,3-Dideoxy-β-D-pentofuranosides on Immobilized Bacterial Cells
✍ Scribed by Votruba, Ivan; Holý, Antonín; Dvořáková, Hana; Günter, Jaroslav; Hocková, Dana; Hřebabecký, Hubert; Cihlar, Tomas; Masojídková, Milena
- Book ID
- 111692614
- Publisher
- UOCHB
- Year
- 1994
- Tongue
- English
- Weight
- 344 KB
- Volume
- 59
- Category
- Article
- ISSN
- 0010-0765
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## Abstract The synthesis of the 3‐ and 4‐(methylthio)pyrazolo[3,4‐__d__]pyrimidine N^1^‐ and N^2^‐2′‐deoxy‐β‐D‐ribonucleosides 2b, 15 is described. Anionic glycosylation of 5‐amino‐3‐(methylthio)‐4‐pyrazolecarbonitrile (4) or 4‐(methylthio)pyrazolo[3,4‐__d__]pyrimidine (12) with 2‐deoxy‐3,5‐di‐__O
1-(2-O-Acetyl-3,5,6-tri-O-benzoyl-beta-D-glucofuranosyl)thymine (1) was converted into the 2,2'-anhydro derivative 4 by selective deacetylation, mesylation, and treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene. Cleavage of the 2,2'-anhydro ring in 4 with hydrogen bromide or hydrogen chloride led to