公开(公告)号：WO1994007900A1

公开(公告)日：1994-04-14

申请号：PCT/US1993009036

申请日：1993-09-23

Applicant: THE BOARD OF REGENTS acting for and on behalf OF ...

Inventor： THE BOARD OF REGENTS acting for and on behalf OF ... ,  KOREEDA, Masato ,  HOUSTON, Todd A.

IPC: C07H05/04

CPC classification number: C07H13/04 ,  C07H11/00 ,  C07H19/04 ,  C07H19/16

Abstract: The invention concerns N-glycosylated derivatives of nitrogen nucleophile compounds. The invention also concerns a mild, cost effective, stereoselective, regioselective, and generally applicable method for the preparation of N-glycosides by N-glycosylation of azide and amide nucleophile compounds. The method employs iodine in a catalytic amount that uniquely does not pose an environmental hazard. The invention provides efficient access to key intermediates for the synthesis inter alia of analogs of AZT and DDI and for the synthesis of conventional N-nucleoside antibiotic drugs and their novel N-glycosylated analogs.

Abstract translation: 本发明涉及氮亲核化合物的N-糖基化衍生物。 本发明还涉及通过叠氮化物和酰胺亲核化合物的N-糖基化制备N-糖苷的温和，成本有效的立体选择性，区域选择性和通常适用的方法。 该方法采用催化量的碘，其独特地不会造成环境危害。 本发明提供了用于合成特别是AZT和DDI的类似物以及用于合成常规N-核苷抗生素药物及其新型N-糖基化类似物的关键中间体的有效接触。