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Direct and Stereoselective Synthesis of 2-Acetamido-2-deoxy-β-D-glycopyranosides by Using the Phosphite Method.

✍ Scribed by Ryoichi Arihara; Seiichi Nakamura; Shunichi Hashimoto


Publisher
John Wiley and Sons
Year
2005
Weight
22 KB
Volume
36
Category
Article
ISSN
0931-7597

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Stereoselective synthesis of 2-azapurine
✍ Kazimierczuk, Zygmunt ;Seela, Frank 📂 Article 📅 1990 🏛 John Wiley and Sons 🌐 English ⚖ 457 KB

## Abstract Nucleobase‐anion glycosylation of 6‐(methylthio)‐2‐azapurine (1) with 2‐deoxy‐3,5‐di‐__O__‐(p‐toluoyl)‐α‐D‐erythro‐pentofuranosyl chloride (2) yields the 2′‐deoxy‐β‐D‐ribofuranosides 3–5 stereoselectively. The distribution of regioisomers is as follows: N‐9 (32%); N‐2 (30%), and N‐7 (7%