SEMISYNTHESIS OF RPR 121056A, A MAJOR METABOLITE OF IRINOTECAN (CPT-11)

Authors
BOURZAT JD VUILHORGNE M RIVORY LP ROBERT J COMMERCON A
Citation
Jd. Bourzat et al., SEMISYNTHESIS OF RPR 121056A, A MAJOR METABOLITE OF IRINOTECAN (CPT-11), Tetrahedron letters, 37(35), 1996, pp. 6327-6330
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
35
Year of publication
1996
Pages
6327 - 6330
Database
ISI
SICI code
0040-4039(1996)37:35<6327:SOR1AM>2.0.ZU;2-X
Abstract
The semisynthesis of RPR 121056A (4), a major metabolite of irinotecan (CPT-11, 2), is reported starting from SN-38 (3) and an appropriate s ide-chain precursor, and using a 2-step sequence. This semisynthesis i s based on the 10-O-acylation of SN-38 with the conveniently protected carbamoylchloride derivative 10 followed by cleavage of the benzylic protecting groups by hydrogenolysis. Preliminary in vitro results show that RPR 121056A displays no cytotoxicity. Copyright (C) 1996 Elsevie r Science Ltd