Combinatorial chemistry. Preparation of phenoxypropanolamines

被引：10

作者：

Bryan, WM ^{[1
]}

Huffman, WF ^{[1
]}

Bhatnagar, PK ^{[1
]}

机构：

[1] SmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 36期

关键词：

combinatorial chemistry; Mitsunobu reaction; epoxide ring opening;

D O I：

10.1016/S0040-4039(00)01200-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient solid-phase parallel synthesis of aryloxypropanolamines is described. Mitsunobu coupling was used to attach (R)-(+)- and (S)-(-)-glycidol to resin-bound phenols, then the epoxide ring was opened with amines. A 25-member array was synthesized on Wang resin with a sarcosine handle. The overall yield was about 70%. A 'split and mix' approach was used to prepare a 5800-member bead bound combinatorial library on Pink amide resin. Magic angle NMR was used to monitor the reaction progress on the resin. Analysis by LC-MS revealed that > 70% of the beads examined contained an identifiable product that was > 70% pure by HPLC. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：6997 / 7000

页数：4

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