A. Shu, D. Yamashita, D. Holt
Mar 1, 1996
Citations
0
Influential Citations
7
Citations
Journal
Journal of Labelled Compounds and Radiopharmaceuticals
Abstract
Two no-carrier-added 125 I-labeled photoaffinity rapamycin analogs were prepared : 7-demethoxy-7-(4-azido-3- 125 I-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-tributylstannylbenzyloxy group, exchange of tributyltin with 125 I using Na 125 I and Chloramine-T, and a ZnCl 2 mediated retro-Aldol cleavage of the C 28 -C 29 bond of rapamycin.