lipase-catalyzed regioselective esterification of rapamycin: synthesis of temsirolimus (CCI-779).
A lipase-catalyzed acylation of the immunosuppressant rapamycin with complete regioselectivity is described. The method was successfully applied to the synthesis of 42-hemiesters and temsirolimus (CCI-779), an investigational oncology drug.[reaction: see text]
Gu
Jianxin
J
Department of Bioprocess Development, Wyeth Research, 401 North Middletown Road, Pearl River, NY 10965, USA. guj2@wyeth.com
Ruppen
Mark E
ME
Cai
Ping
P
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*; D002384:Catalysis; D004951:Esterification; D008049:Lipase / Q000378:metabolism*; D015394:Molecular Structure; D020123:Sirolimus / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D000903:Antibiotics, Antineoplastic; C401859:temsirolimus; D008049:Lipase; D020123:Sirolimus