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Studies related to the total synthesis of pentostatin. Approaches to the synthesis of (8 R )‐3,6,7,8‐tetrahydroimidazo‐[4,5‐ d ][1,3]diazepin‐8‐ol and N ‐3 alkyl congeners
Author(s) -
Baker David C.,
Putt Sterling R.,
Showalter H. D. Hollis
Publication year - 1983
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570200324
Subject(s) - chemistry , imidazole , pentostatin , nitro , ring (chemistry) , stereochemistry , alkyl , medicinal chemistry , organic chemistry , enzyme , adenosine deaminase
A number of synthetic approaches to the (8 R )‐3,6,7,8‐tetrahydroimidazo[4,5‐ d ][1,3]diazepin‐8‐ol ring system ( 3 ) of pentostatin ( 1 ) are reported. These involve the synthesis of a number of 4‐ C ‐derivatives of N ‐alkyl‐5‐amino‐ and 5‐nitro‐1 H ‐imidazoles derived from 4‐methyl‐5‐nitro‐1 H ‐imidazole.