First chemoenzymatic synthesis of immunomodulating macrolactam pimecrolimus |
| |
| Authors: | Patrizia Ferraboschi Diego Colombo Paride Grisenti |
| |
| Affiliation: | a Dipartimento di Chimica, Biochimica e Biotecnologie per la Medicina, Università degli Studi di Milano, Via Saldini, 50-20133 Milano, Italy
b Poli Industria Chimica SpA, Via Volturno 45/48, Quinto de’ Stampi, 20089 Rozzano, Italy |
| |
| Abstract: | The preparation of pimecrolimus, a synthetic derivative of ascomycin endowed with immunomodulatory activity, requires the selective protection of 24-hydroxy group of the ascomycin, before elaboration of the 32-hydroxy group. The aim was achieved by means of two regioselective Candida antarctica lipase-catalyzed steps. The structure of the new key intermediates, 24-, 32-monoacetates, and 24,32-diacetate, was established by means of an unambiguous NMR study. |
| |
| Keywords: | Lipase Immunomodulator Macrolactam Ascomycin Regioselectivity |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
