Optimization of spiroimidazolidinone derivatives synthesis on solid phase using SynPhase™ Lanterns

被引：11

作者：

Bedos, P ^{[1
]}

Feliu, L ^{[1
]}

Martinez, J ^{[1
]}

Amblard, M ^{[1
]}

机构：

[1] Lab Amino Acides Peptides & Prot, UMR CNRS 5810 15, F-34093 Montpellier 5, France

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 26期

关键词：

spiroimidazolidinone; SynPhase (TM) Lanterns; backbone amide linker mimic; optimization;

D O I：

10.1016/S0040-4039(03)01083-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the synthesis of 1,4,8-triazaspiro[4.5]decan-2-one derivatives from N-benzyl-4-piperidone and N-protected amino acid amides on solid support. We have translated the chemistry from solution to solid phase using a backbone amide linker (BAL) mimic. Using a parallel combinatorial approach, we performed the optimization of the synthesis on SynPhase(TM) Lanterns. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：4937 / 4939

页数：3

共 10 条

[1]

BRAY AM, 1995, TETRAHEDRON LETT, V36, P5081

[2] Comprehensive survey of combinatorial library synthesis: 2001 [J].

Dolle, RE .

JOURNAL OF COMBINATORIAL CHEMISTRY, 2002, 4 (05) :369-418

[3] USE OF PEPTIDE-SYNTHESIS TO PROBE VIRAL-ANTIGENS FOR EPITOPES TO A RESOLUTION OF A SINGLE AMINO-ACID [J].

GEYSEN, HM ;

MELOEN, RH ;

BARTELING, SJ .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1984, 81 (13) :3998-4002

[4] Solid-phase synthesis of 3,7-disubstituted perhydro-1,4-diazepine-2,5-amino acids from amino acids and β-amino acids [J].

Giovannoni, J ;

Subra, G ;

Amblard, M ;

Martinez, J .

TETRAHEDRON LETTERS, 2001, 42 (32) :5389-5392

[5]

ISHIHARA Y, 1992, CHEM PHARM BULL, V40, P1177

[6] Backbone Amide Linker (BAL) strategy for solid-phase synthesis of C-terminal-modified and cyclic peptides [J].

Jensen, KJ ;

Alsina, J ;

Songster, MF ;

Vágner, J ;

Albericio, F ;

Barany, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (22) :5441-5452

[7] Synthesis of novel imidazolidinones [J].

Khalaj, A ;

Bazaz, RD ;

Shekarchi, M .

MONATSHEFTE FUR CHEMIE, 1997, 128 (04) :395-398

[8]

Klabunde T, 2002, CHEMBIOCHEM, V3, P929, DOI 10.1002/1439-7633(20021004)3:10<928::AID-CBIC928>3.0.CO

[9]

2-5

[10] REACTIONS OF CARBOBENZOXYAMINO ACID AMIDES WITH CARBONYL COMPOUNDS [J].

ZEHAVI, U ;

BENISHAI, D .

JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (04) :1097-+

← 1 →