MODEL EXPERIMENTS FOR ACETYLATION OF THE MARINE SPONGE PURINES AGELASIMINE-A AND AGELASIMINE-B

被引:26
作者
FUJII, T [1 ]
SAITO, T [1 ]
CHIKAZAWA, J [1 ]
OHBA, M [1 ]
DATE, T [1 ]
机构
[1] TANABE SEIYAKU CO LTD,ORGAN CHEM RES LAB,TODA 335,JAPAN
关键词
D O I
10.3987/COM-93-6640
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of 7-benzyl-N6,3-dimethyladenine (1b) and 7-benzyl-1,2-dihydro-1,3-dimethyladenine (2b), selected as models for the marine sponge alkaloids agelasimine-A (1a) and agelasimine-B (2a), with acetic anhydribe in pyridine have been studied. The product from 1b was the imidazole derivative (6b), whose structure was determined by an X-ray crystallographic analysis. The product from 2b was the N6-acetyl derivative (4b). On treatment with boiling H2O, 4b gave 7-benzyl-2,3-dimethylhypoxanthine (5b) and a compound presumed to be 11.
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页码:733 / 738
页数:6
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