Synthesis of heterocyclic compounds by ring transformations of 2-formyl pentose glycals

被引：12

作者：

Bari, A

Feist, H

Michalik, D

Michalik, M

Peseke, K

机构：

[1] Leibniz Inst Organ Katalyse, D-18055 Rostock, Germany

[2] Univ Rostock, Fachbereich Chem, D-18051 Rostock, Germany

来源：

SYNTHESIS-STUTTGART | 2004年 / 17期

关键词：

carbohydrates; heterocycles; nucleosides; ring transformation;

D O I：

10.1055/s-2004-831252

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Formyl-D-xylal 2a and 2-formyl-L-arabinal 2b were reacted with hydrazines to furnish the 4-[1,2-bis(benzyloxy)-3-hydroxypropyl]-1H-pyrazoles 3a-f. Treatment of 2b with 5(3)-aminopyrazole-4-carboxylates 5a-d in the presence of NaH afforded the ethyl 6-[1,2-bis(benzyloxy)-3-hydroxypropyl]pyrazolo[1,5-a]pyrimidine-3-carboxylates 6a-d. Ring transformation of 2a,b with 2-aminobenzimidazole yielded the 3-[1,2-bis(benzyloxy)-3-hydroxypropyl]benzo[4,5]imidazo[1,2-a] pyrimidines 7a,b.

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页码：2863 / 2868

页数：6

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