Adenosine deaminase inhibitors. Synthesis and biological evaluation of (.+-.)-3, 6, 7, 8-tetrahydro-3-[(2-hydroxyethoxy) methyl] imidazo [4, 5-d][1, 3] diazepin-8-ol and …

HDH Showalter, SR Putt, PE Borondy…

Index: Hollis Showalter; Putt; Borondy; Shillis Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1478 - 1482

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Citation Number: 23

Abstract

The synthesis of several analogues of (8R)-3-(2-deoxy-~-~-erythro-pentofuranosyl)-3, 6, 7, 8- tetrahydroimidazo [4, 5-d][1, 31diazepin-8-01 (pentostatin, la) is described. Ring closure of 2- amino-l-(5-amino-1H-imidazol-4-yl) ethanone dihydrochloride (3) with triethyl orthoacetate or triethyl orthopropionate gave the C-5 methyl and ethyl ketoaglycons, 6, 7-dihydro-5- methylimidazo [4, 5-d][1, 3] diazepin-8 (3H)-one (4b) and 5-ethyl-6, 7-dihydroimidazo [4, 5 ...