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Synthesis of 8-Aza-2′-deoxyadenosine and related 7-Amino-3H-1,2,3-triazolo[4,5-d]pyrimidine 2′-Deoxyribofuranosides: Stereoselective glycosylation via the nucleobase anion

✍ Scribed by Zygmunt Kazimierczuk; Uwe Binding; Frank Seela


Publisher
John Wiley and Sons
Year
1989
Tongue
German
Weight
613 KB
Volume
72
Category
Article
ISSN
0018-019X

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📜 SIMILAR VOLUMES


8-Aza-2′-deoxyguanosine and Related 1,2,
✍ Frank Seela; Sigrid Lampe 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 German ⚖ 562 KB

## Abstract The synthesis of 8‐azaguanine __N__^9^‐, __N__^8^‐, and __N__^7^‐(2′‐deoxyribonucleosides) 1–3, related to 2′‐deoxyguanosine (4), is described. Glycosylation of the anion of 5‐amino‐7‐methoxy‐3__H__‐1,2,3‐triazolo[4,5‐__d__]pyrimidine (5) with 2‐deoxy‐3,5‐di‐__O__‐(4‐toluoyl)‐α‐D‐__eryt

Synthesis of 8-Aza-1,3-dideaza-2′-deoxya
✍ Zygmunt Kazimierczuk; Frank Seela 📂 Article 📅 1990 🏛 John Wiley and Sons 🌐 German ⚖ 631 KB

## Abstract The synthesis of 8‐aza‐1,3‐dideaza‐2′‐deoxyadenosine (3a) as well as of 4‐ and 5,6‐substituted benzotriazole 2′‐deoxy‐β‐D‐ribonucleosides is described (__Schemes 1–3__). Glycosylation of benzotriazole anions is stereoselective in all cases (exclusive β‐D‐anomer formation), but regioisom

Facile Synthesis of 2′-Deoxyribofuranosi
✍ Frank Seela; Herbert Steker 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 German ⚖ 468 KB

## Abstract Phase‐transfer glycosylation of 4‐methoxy‐1__H__‐pyrazolo[3,4‐__d__]pyrimidine with the 2‐deoxyribofuranosyl chloride **9** formed the N(1)‐β‐nucleoside **10a** as main product (39%). As by‐products the α‐D‐anomer **11a** (7%) and the N(2)‐isomer **12a** (18%) were isolated. Assignment