High yielding synthesis of dehydroamino acid and dehydropeptide derivatives

被引：62

作者：

Ferreira, PMT ^{[1
]}

Maia, HLS ^{[1
]}

Monteiro, LS ^{[1
]}

Sacramento, J ^{[1
]}

机构：

[1] Univ Minho, Dept Chem, P-4700320 Braga, Portugal

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 24期

关键词：

D O I：

10.1039/a904730a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

By using a 4-dimethylaminopyridine (DMAP) catalysed reaction of beta-hydroxyamino acid derivatives with tert-butyl pyrocarbonate [(Boc)(2)O], dehydroamino acid derivatives are obtained in high yields. The same methodology applied to dipeptides with a beta-hydroxyamino acid residue gives the corresponding dipeptides with a dehydroamino acid residue.

引用

页码：3697 / 3703

页数：7

共 38 条

[1] Rapid solid phase synthesis of α-amino acids
Barbaste, M
Rolland-Fulcrand, V
Roumestant, ML
Viallefont, P
Martinez, J
[J]. TETRAHEDRON LETTERS, 1998, 39 (35) : 6287 - 6290
[2] BERKOWITZ DB, J ORG CHEM, P5476
[3] Ferreira P. M. T., 1998, PEPTIDES 1996, P377
[4] Efficient synthesis of dehydroamino acid derivatives
Ferreira, PMT
Maia, HLS
Monteiro, LS
[J]. TETRAHEDRON LETTERS, 1998, 39 (51) : 9575 - 9578
[5] High yielding synthesis of heterocyclic β-substituted alanine derivatives
Ferreira, PMT
Maia, HLS
Monteiro, LS
[J]. TETRAHEDRON LETTERS, 1999, 40 (21) : 4099 - 4102
[6] FRY E. M., 1950, JOUR ORGANIC CHEM, V15, P438, DOI 10.1021/jo01148a033
[7] GREHN L, 1991, J CHEM RES-S, P144
[8] GREHN L, 1988, Journal of Chemical Research (Synopses), P399
[9] A SIMPLE METHOD FOR TERT-BUTOXYCARBONYLATION OF AMIDES
GREHN, L
GUNNARSSON, K
RAGNARSSON, U
[J]. ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1986, 40 (09): : 745 - 750
[10] GREHN L, 1991, J CHEM RES M, P1501

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