SYNTHESIS OF I-125 LABELED PHOTOAFFINITY RAPAMYCIN ANALOGS

Authors
SHU AYL YAMASHITA DS HOLT DA HEYS JR
Citation
Ayl. Shu et al., SYNTHESIS OF I-125 LABELED PHOTOAFFINITY RAPAMYCIN ANALOGS, Journal of labelled compounds & radiopharmaceuticals, 38(3), 1996, pp. 227-237
Citations number
17
Categorie Soggetti
Chemistry Analytical","Pharmacology & Pharmacy","Biochemical Research Methods
Journal title
Journal of labelled compounds & radiopharmaceuticals → ACNP
ISSN journal
03624803
Volume
38
Issue
3
Year of publication
1996
Pages
227 - 237
Database
ISI
SICI code
0362-4803(1996)38:3<227:SOILPR>2.0.ZU;2-E
Abstract
Two no-carrier-added I-125-labeled photoaffinity rapamycin analogs wer e prepared: 7-demethoxy-7-(4-azido-3-I-125-benzyloxy)rapamycin (2) and its C-28-C-29 seco analog 3. The key reactions of the synthesis were substitution of the C-7 methoxyl of rapamycin (1) with 4-azido-3-tribu tylstannylbenzyloxy group, exchange of tributyltin with I-125 using (N aI)-I-125 and Chloramine-T, and a ZnCl2 mediated retro-Aldol cleavage of the C-28-C-29 bond of rapamycin.