Solid-phase synthesis of sulfamides

被引：23

作者：

Esteve, C ^{[1
]}

Vidal, B ^{[1
]}

机构：

[1] Almirall Prodesfarma, Res Ctr, E-08024 Barcelona, Spain

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 06期

关键词：

combinatorial chemistry; diversity; library; reductive amination; sulfamoylation; Mitsunobu reaction;

D O I：

10.1016/S0040-4039(01)02327-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward synthesis of diversely substituted sulfamides is described. The reaction of sulfamoylating agent I with solid-phase bound amines to give polymer bound BOC substituted sulfamides is described. Further N-alkylation is achieved under Mitsunobu conditions. Simultaneous deprotection and cleavage of the products leads to unsymmetrically substituted sulfamides. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1019 / 1021

页数：3

共 11 条

[1] Synthesis of a sulfahydantoin library
Albericio, F
Bryman, LM
Garcia, J
Michelotti, EL
Nicolás, E
Tice, CM
[J]. JOURNAL OF COMBINATORIAL CHEMISTRY, 2001, 3 (03): : 290 - 300
[2] Alsina J, 1999, CHEM-EUR J, V5, P2787, DOI 10.1002/(SICI)1521-3765(19991001)5:10<2787::AID-CHEM2787>3.0.CO
[3] 2-2
[4] SYNTHESIS OF CHIRAL SULFAHYDANTOINS - STEREOCHEMICAL ASPECTS AND REGIOSPECIFIC PROTECTION
DEWYNTER, G
AOUF, N
CRITON, M
MONTERO, JL
[J]. TETRAHEDRON, 1993, 49 (01) : 65 - 76
[5] Solid phase synthesis of substituted aminosulfonyl ureas using a sulfonylcarbamate linker
Fitzpatrick, LJ
Rivero, RA
[J]. TETRAHEDRON LETTERS, 1997, 38 (43) : 7479 - 7482
[6] Backbone Amide Linker (BAL) strategy for solid-phase synthesis of C-terminal-modified and cyclic peptides
Jensen, KJ
Alsina, J
Songster, MF
Vágner, J
Albericio, F
Barany, G
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (22) : 5441 - 5452
[7] IMPROVED SYNTHESIS OF SULFAMOYL CHLORIDES
KLOEK, JA
LESCHINSKY, KL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (25) : 4028 - 4029
[8] MCDERMOTT SD, 1983, SYNTHESIS-STUTTGART, P192
[9] Synthesis of 1,2,5-thiadiazolidines 1,1-dioxides (Cyclosulfamides) starting from amino acids and chlorosulfonyl isocyanate
Regaïnia, Z
Abdaoui, M
Aouf, NE
Dewynter, G
Montero, JL
[J]. TETRAHEDRON, 2000, 56 (03) : 381 - 387
[10] Elimination mechanisms in the anilinolysis of sulfamoyl chlorides in chloroform and acetonitrile
Spillane, WJ
McHugh, FA
Burke, PO
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1998, (01): : 13 - 17

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