Reaction of 1,3-dimethyl-5-acetyl-barbituric acid (DAB) with primary amines. Access to intermediates for selectively protected spermidines

被引：14

作者：

da Silva, ET ^{[1
]}

Lima, ELS ^{[1
]}

机构：

[1] Univ Fed Rio de Janeiro, Inst Quim, Dept Quim Organ, BR-21945970 Rio De Janeiro, Brazil

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 18期

关键词：

D O I：

10.1016/S0040-4039(03)00709-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

dThe ability of 1, 3 -dimethyl-5-acetyl-barbituric acid (DAB) to react with primary amines in a chemoselective fashion was applied to the synthesis of a selectively protected spermidine. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3621 / 3624

页数：4

共 23 条

[1] ALMEIDA MV, 2000, J BRAZIL CHEM SOC, V11, P154
[2] An efficient synthesis of orthogonally protected spermidine
Amssoms, K
Augustyns, K
Yamani, A
Zhang, M
Haemers, A
[J]. SYNTHETIC COMMUNICATIONS, 2002, 32 (03) : 319 - 328
[3] A new linker for primary amines applicable to combinatorial approaches.
Bannwarth, W
Huebscher, J
Barner, R
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (13) : 1525 - 1528
[4] METHODS FOR THE SELECTIVE MODIFICATION OF SPERMIDINE AND ITS HOMOLOGS
BERGERON, RJ
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (04) : 105 - 113
[5] PREPARATION OF DIAMINO ETHERS AND POLYAMINES
BRADSHAW, JS
KRAKOWIAK, KE
IZATT, RM
[J]. TETRAHEDRON, 1992, 48 (22) : 4475 - 4515
[6] CARPINO LA, 1973, ORG SYNTH, V5, P157
[7] A NOVEL 4-AMINOBENZYL ESTER-BASED CARBOXY-PROTECTING GROUP FOR SYNTHESIS OF ATYPICAL PEPTIDES BY FMOC-BU(T) SOLID-PHASE CHEMISTRY
CHAN, WC
BYCROFT, BW
EVANS, DJ
WHITE, PD
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (21) : 2209 - 2210
[8] A Dde-based carboxy linker for solid-phase synthesis
Chhabra, SR
Parekh, H
Khan, AN
Bycroft, BW
Kellam, B
[J]. TETRAHEDRON LETTERS, 2001, 42 (11) : 2189 - 2192
[9] An appraisal of new variants of Dde amine protecting group for solid phase peptide synthesis
Chhabra, SR
Hothi, B
Evans, DJ
White, PD
Bycroft, BW
Chan, WC
[J]. TETRAHEDRON LETTERS, 1998, 39 (12) : 1603 - 1606
[10] Solid-phase synthesis of symmetrical and unsymmetrical polyamine analogues of philanthotoxins using a Dde-linker
Chhabra, SR
Khan, AN
Bycroft, BW
[J]. TETRAHEDRON LETTERS, 2000, 41 (07) : 1095 - 1098

← 1 2 3 →