Tetrahedron letters

A facile synthesis of tubercidin and related 7-deazapurine nucleosides via the stereospecific sodium salt glycosylation procedure

K Ramasamy, N Imamura, RK Robins, GR Revankar

Index: Ramasamy; Imamura; Robins; Revankar Tetrahedron Letters, 1987 , vol. 28, # 43 p. 5107 - 5110

Full Text: HTML

Citation Number: 37

Abstract

Summary. A facile high-yield synthesis of 7-deazaadenosine(tubercidin, z), 7- deazaguanosine (lo) t 2'-deoxy-7-deaza-6-thioguanosine(12) and 2'-deoxy-7- deazaguanosine(15) by the regioselective and stereospecific sodium salt glycosylation procedure is described.

 Related Synthetic Route
N/A Structure

102690-94-8

N/A

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Structure

3680-69-1

4-Chloro-7H-pyr...

~66%

6-Chloro-7-deaza-9-(5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-b-D-ribofuranosyl)purine Structure

115479-39-5

6-Chloro-7-deaz...

Sodium Methylate Structure

124-41-4

Sodium Methylate

2-amino-4-chloro-7-[2-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidine Structure

104291-20-5

2-amino-4-chlor...

~92%

2-AMINO-4-METHOXY-7-(BETA-D-2-DEOXYRIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE Structure

86392-74-7

2-AMINO-4-METHO...

(2-amino-9-(2'-deoxy-β-D-erythro-pentofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-6-thione Structure

104291-18-1

(2-amino-9-(2'-...

~15%

7-Deaza-2'-deoxyguanosine Structure

86392-75-8

7-Deaza-2'-deox...

2-amino-4-methoxy-7-(2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine Structure

115479-41-9

2-amino-4-metho...

~92%

4-Methoxy-7--D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine Structure

115479-42-0

4-Methoxy-7--D-...


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