Solid-phase synthesis of oligourea peptidomimetics employing the Fmoc protection strategy

被引：74

作者：

Boeijen, A ^{[1
]}

van Ameijde, J ^{[1
]}

Liskamp, RMJ ^{[1
]}

机构：

[1] Univ Utrecht, Dept Med Chem, Inst Pharmaceut Sci, NL-3508 TB Utrecht, Netherlands

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 25期

关键词：

D O I：

10.1021/jo010656q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A solid-phase-Fmoc-based-synthesis strategy is described for oligourea peptidomimetics as well as a convenient general synthesis approach for the preparation of the required building blocks 5a-j and 5k. These are suitable for use in peptide or robot synthesizers, which is illustrated by the synthesis of oligourea peptidomimetics of part of Leu-enkephalin (10) and a neurotensin derivative (17).

引用

页码：8454 / 8462

页数：9

共 28 条

[1] Synthesis and structural characterization of helix-forming β-peptides:: trans-2-aminocyclopentanecarboxylic acid oligomers
Appella, DH
Christianson, LA
Klein, DA
Richards, MR
Powell, DR
Gellman, SH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (33) : 7574 - 7581
[2] beta-peptide foldamers: Robust Helix formation in a new family of beta-amino acid oligomers
Appella, DH
Christianson, LA
Karle, IL
Powell, DR
Gellman, SH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (51) : 13071 - 13072
[3] Atherton E., 1989, SOLID PHASE PEPTIDE
[4] Boeijen A, 1999, EUR J ORG CHEM, V1999, P2127
[5] BOEIJEN A, 2000, THESIS UTRECHT U NET
[6] BORMAN S, 1997, CHEM ENG NEWS, P32
[7] Brouwer AJ, 2000, SYNTHESIS-STUTTGART, P1579
[8] SOLID-PHASE SYNTHESES OF UNNATURAL BIOPOLYMERS CONTAINING REPEATING UREA UNITS
BURGESS, K
LINTHICUM, DS
SHIN, HW
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (08): : 907 - 909
[9] CARRAWAY L, 1975, PEPTIDES CHEM STRUCT, P679
[10] Chan W., 1999, Fmoc solid phase peptide synthesis: a practical approach

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