Total synthesis of (8R)-3-(2-deoxy-. beta.-D-erythro-pentofuranosyl)-3, 6, 7, 8-tetrahydroimidazo [4, 5-d][1, 3] diazepin-8-ol (pentostatin), the potent inhibitor of …
…, SR Putt, HDH Showalter, DC Baker
Index: Chan; Putt; Showalter; Baker Journal of Organic Chemistry, 1982 , vol. 47, # 18 p. 3457 - 3464
Full Text: HTML
Citation Number: 58
Abstract
A definitive synthesis for the potent adenosine deaminase inhibitor (8R)-3-(2-deoxy-P-~- erythro-pento-furanosyl)-3, 6, 7, 8-tetrahydroimidazo [4, 5-d][1, 3] diazepin-8-01 (l) lS and ita 8s isomer 13 is described, beginning with imidazole precursors. Construction of the heterocyclic portion 11 was accomplished by ring closure of the diamine 10 using triethyl orthoformate; 10 was prepared in eight steps from 4-methyl-5-nitroimidazole (4). ...
Related Articles:
[Mendes, Eduarda; Furtado, Tania; Neres, Joao; Iley, Jim; Jarvinen, Tomi; Rautio, Jarkko; Moreira, Rui Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 3 p. 809 - 816]
[Mendes, Eduarda; Furtado, Tania; Neres, Joao; Iley, Jim; Jarvinen, Tomi; Rautio, Jarkko; Moreira, Rui Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 3 p. 809 - 816]
Photochemical cleavage and release of carboxylic acids from α-keto amides
[Ma, Chicheng; Steinmetz, Mark G.; Kopatz, Erica J.; Rathore, Rajendra Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4431 - 4442]
Photochemical cleavage and release of carboxylic acids from α-keto amides
[Ma, Chicheng; Steinmetz, Mark G.; Kopatz, Erica J.; Rathore, Rajendra Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4431 - 4442]
Photochemical cleavage and release of carboxylic acids from α-keto amides
[Ma, Chicheng; Steinmetz, Mark G.; Kopatz, Erica J.; Rathore, Rajendra Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4431 - 4442]