The squalestatins: Synthesis of C-4 carboxamide derivatives

被引:4
作者
Chan, C
Scicinski, JJ
Srikantha, ARP
Watson, NS
机构
[1] GlaxoWellcome R. and D., Medicines Research Centre, Stevenage, Hertfordshire, SG1 2NY, Gunnels Wood Road
关键词
D O I
10.1016/S0040-4039(96)02049-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of squalestatin S1 C-4 carboxamide, 2, as well as related C-4 amides and C-4 hydroxymethyl derivatives possessing a C-3 hydroxymethyl group (15 and 19) together with their SQS inhibitory activities are presented. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:8925 / 8928
页数:4
相关论文
共 9 条
[1]   SYNTHESIS OF (+)-ZARAGOZIC ACID-C [J].
CARREIRA, EM ;
DUBOIS, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (23) :10825-10826
[2]   The squalestatins: Decarboxy and 4-deoxy analogues as potent squalene synthase inhibitors [J].
Chan, C ;
Andreotti, D ;
Cox, B ;
Dymock, BW ;
Hutson, JL ;
Keeling, SE ;
McCarthy, AD ;
Procopiou, PA ;
Ross, BC ;
Sareen, M ;
Scicinski, JJ ;
Sharratt, PJ ;
Snowden, MA ;
Watson, NS .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (01) :207-216
[3]   ANOMALOUS ACYLATION OF AN AMINOBENZENESULFONAMIDE [J].
FRIARY, R .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1978, 15 (01) :63-64
[4]   CHEMOSELECTIVE REDUCTION OF CARBOXYLIC-ACIDS INTO ALCOHOLS USING N,N-DIMETHYLCHLOROMETHYLENIMINIUM CHLORIDE AND SODIUM-BOROHYDRIDE [J].
FUJISAWA, T ;
MORI, T ;
SATO, T .
CHEMISTRY LETTERS, 1983, (06) :835-838
[5]   OXO COMPLEXES OF RUTHENIUM(VI) AND (VII) AS ORGANIC OXIDANTS [J].
GREEN, G ;
GRIFFITH, WP ;
HOLLINSHEAD, DM ;
LEY, SV ;
SCHRODER, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (04) :681-686
[6]   SELECTIVE CATALYTIC OXIDATIONS .25. SELECTIVE CATALYTIC OXIDATION OF 1,4-ANHYDROHEXITE [J].
HEYNS, K ;
ALPERS, E ;
WEYER, J .
CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (12) :4199-&
[7]   THE SYNTHESIS OF C3-METHYL, C3-DECARBOXY-ZARAGOZIC ACID-A - A POTENT SQUALENE SYNTHASE INHIBITOR [J].
KUO, CH ;
PLEVYAK, SP ;
BIFTU, T ;
PARSONS, WH ;
BERGER, GD .
TETRAHEDRON LETTERS, 1993, 34 (43) :6863-6866
[8]   SYNTHESIS OF THE FIRST FULLY FUNCTIONALIZED CORE OF THE ZARAGOZIC ACIDS SQUALESTATINS [J].
NICOLAOU, KC ;
NADIN, A ;
LERESCHE, JE ;
LAGRECA, S ;
TSURI, T ;
YUE, EW ;
YANG, Z .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (21) :2187-2190
[9]  
Watson N S, 1996, Prog Med Chem, V33, P331, DOI 10.1016/S0079-6468(08)70308-4