METHIODIDE APPROACH TO THE SYNTHESIS OF 3-[2-(DIMETHYLAMINO)ETHYL]-5-[(1,1-DIOXO-5-METHYL-1,2,5-THIADIAZOLIDIN-2-YL)METHYL]-1H-INDOLE AND ANALOGS

被引:18
作者
CASTRO, JL
MATASSA, VG
机构
[1] Medicinal Chemistry Department, Merck Sharp md Dohme Research Laboratories, Neuroscience Research Centre, Harlow, Essex CM20 2QR, Terlings Park, Eastwick Road
关键词
D O I
10.1016/S0040-4039(00)60662-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tryptamines 1, 2 and 3 have been synthesised in a convergent and efficient manner by reaction of a novel methiodide 4c with the anions of the cyclic sulphamides 5, 6 and 7 as the key step.
引用
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页码:4705 / 4708
页数:4
相关论文
共 18 条
[1]  
ARYA VP, 1982, INDIAN J CHEM B, V21, P941
[2]   NEW METHOD FOR METHYLATION OF AMINES [J].
BORCH, RF ;
HASSID, AI .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (10) :1673-&
[3]  
BREWSTER JH, 1953, ORG REACTIONS, V7, P99
[4]  
CASTRO JL, 1993, IN PRESS CHEM LETT, V3
[5]  
DLDELIGANIS AV, 1991, HEADACHE, V31, P228
[6]   THE DEVELOPMENT OF A HIGHLY SELECTIVE 5-HT(1) RECEPTOR AGONIST, SUMATRIPTAN, FOR THE TREATMENT OF MIGRAINE [J].
FENIUK, W ;
HUMPHREY, PPA .
DRUG DEVELOPMENT RESEARCH, 1992, 26 (03) :235-240
[7]   MITSUNOBU REACTIONS OF N-ALKYL AND N-ACYL SULFONAMIDES - AN EFFICIENT ROUTE TO PROTECTED AMINES [J].
HENRY, JR ;
MARCIN, LR ;
MCINTOSH, MC ;
SCOLA, PM ;
HARRIS, GD ;
WEINREB, SM .
TETRAHEDRON LETTERS, 1989, 30 (42) :5709-5712
[8]  
IGOLEN J, 1969, CR ACAD SCI C CHIM, V269, P54
[9]  
Langer S. Z., 1992, SEROTONIN RECEPTOR S
[10]   TRIMETHYLSILYL IODIDE AS A PEPTIDE DEBLOCKING AGENT [J].
LOTT, RS ;
CHAUHAN, VS ;
STAMMER, CH .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (11) :495-496