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Synthesis of the 7,8-dihydro-7-deazapurine derivatives and their antibiotic activity.

Authors :
Sung SY
Sin KS
Source :
Archives of pharmacal research [Arch Pharm Res] 1998 Apr; Vol. 21 (2), pp. 187-92.
Publication Year :
1998

Abstract

The cis- and trans-diastereomers of the 7,8-dihydro-7-deazapurine derivatives were synthesized from the corresponding diastereomers of 4-trans-cyano-2-methyl-3-phenyl-5-oxopyrrolidine (5), which were reduced from the 2-cis- and 2-trans-diastereomers of 4-trans-cyano-2-hydroxymethyl-3-phenyl-5-oxopyrrolidine (2) via tosylation, iodination and following elimination, respectively. The prepared cis- and trans-diastereomers of 6-amino-2-mercapto-8-methyl-7-phenyl-7,8-dihydro-7(9H)-deazapurine (8) were transferred to the corresponding 2-methylthio-diastereomers 9 and following desulfurization with Raney-nickel leaded to the cis- and trans-diastereomers of 6-amino-8-methyl-7-phenyl-7,8-dihydro-7(9H)-deazapurine (10), respectively. The synthesized 7-deazapurine derivatives were tested for their antibiotic activity by the serial two-fold dilution method.

Details

Language :
English
ISSN :
0253-6269
Volume :
21
Issue :
2
Database :
MEDLINE
Journal :
Archives of pharmacal research
Publication Type :
Academic Journal
Accession number :
9875429
Full Text :
https://doi.org/10.1007/BF02974026