PRACTICAL SYNTHESIS OF CYCLIC-PEPTIDES, WITH AN EXAMPLE OF DEPENDENCE OF CYCLIZATION YIELD UPON LINEAR SEQUENCE

被引：181

作者：

BRADY, SF ^{[1
]}

VARGA, SL ^{[1
]}

FREIDINGER, RM ^{[1
]}

SCHWENK, DA ^{[1
]}

MENDLOWSKI, M ^{[1
]}

HOLLY, FW ^{[1
]}

VEBER, DF ^{[1
]}

机构：

[1] MERCK SHARP & DOHME,RES LABS,W POINT,PA 19486

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 18期

关键词：

D O I：

10.1021/jo01332a003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient general procedure for the synthesis of cyclic peptides is reported. The linear intermediates, obtained via solid-phase synthesis, are cyclized by the coupling agent diphenylphosphoryl azide (DPPA). A simple procedure allows rapid isolation of the cyclic products. Peptides of varying ring size have been prepared in amounts of up to 50 g. A significant variation of cyclization yield with sequence has been observed in the conversion of three different linear peptides to the same cyclic product. Several related linear sequences have also been cyclized, and the results are discussed. © 1979, American Chemical Society. All rights reserved.

引用

页码：3101 / 3105

页数：5

共 17 条

[1]

BYCROFT BW, 1976, SPEC PERIOD REP AMIN, V7, P332

[2]

BYCROFT BW, 1977, SPEC PERIOD REP AMIN, V8, P320

[3] N-METHYLAMINO ACIDS IN PEPTIDE-SYNTHESIS .5. SYNTHESIS OF N-TERT-BUTYLOXYCARBONYL, N-METHYLAMINO ACIDS BY N-METHYLATION [J].