Alkylating agents from sugars: Synthesis of chlorambucil derivatives carried by chiral glycosyl glycerols derived from D-Glucosamine
✍ Scribed by Fernando Iglesias-Guerra; José I. Candela; Eugenia Blanco; Felipe Alcudia; José M. Vega-Pérez
- Book ID
- 102071829
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- English
- Weight
- 97 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0899-0042
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Chlorambucilamide derivatives involving chiral glycosyl glycerols derived from D‐glucosamine were synthesized in good yield by coupling the chlorambucil moiety to the amino group of ω‐amino‐(ω‐1)‐hydroxyalkyl 2‐acylamino‐4,6‐O‐benzylidene‐2‐deoxy‐β‐D‐glucopyranosides, and subsequent hydrolysis of the benzylidene group. The starting material was easily available from 2‐acetamido‐2‐deoxy‐D‐glucose. The bonding of 2,3,4,6‐tetra‐O‐pivaloyl‐β‐D‐galactopyranosylamine to chlorambucil by formation of an amide function is also described. Chirality Chirality 14:199–203, 2002. © 2002 Wiley‐Liss, Inc.