β-Aminophosphonic compounds derived from methyl 1-dimethoxyphosphoryl-2-succinimidocyclohex-3-ene-1-carboxylates

被引:11
作者
Defacqz, N
Touillaux, R
Cordi, A
Marchand-Byrnaert, J
机构
[1] Univ Catholique Louvain, Dept Chim, Unite Chim Organ & Med, B-1348 Louvain, Belgium
[2] Univ Catholique Louvain, Dept Chim, Unite Chim Struct & Mecanismes Reactionnels, B-1348 Louvain, Belgium
[3] Inst Rech Servier, F-92150 Suresnes, France
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 20期
关键词
D O I
10.1039/b105111n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Compounds 3a,b, the [4 + 2] cycloadducts of trimethyl 2-phosphonoacrylate and N-buta-1,3-dienylsuccinimide, have been transformed into various beta -aminophosphonic acid derivatives 4-17 by selective deprotection, epoxidation, dihydroxylation, and oxidative cleavage of the cyclohexenyl C-C double bond.
引用
收藏
页码:2632 / 2637
页数:6
相关论文
共 34 条
[1]   Regulation of protein phosphatase-1 [J].
Aggen, JB ;
Nairn, AC ;
Chamberlin, R .
CHEMISTRY & BIOLOGY, 2000, 7 (01) :R13-R23
[2]  
[Anonymous], TETRAHEDRON LETT
[3]   Protein phosphatases [J].
Barford, D .
CURRENT OPINION IN STRUCTURAL BIOLOGY, 1995, 5 (06) :728-734
[4]   SPECIFIC DEALKYLATION OF PHOSPHONATE ESTERS USING IODOTRIMETHYLSILANE [J].
BLACKBURN, GM ;
INGLESON, D .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (20) :870-871
[5]   OPTICALLY-ACTIVE PHOSPHINE OXIDES - SYNTHESIS AND ABSOLUTE-CONFIGURATION OF (MENTHOXYCARBONYLMETHYL) PHENYLVINYL PHOSPHINE OXIDE [J].
BODALSKI, R ;
RUTKOWSKAOLMA, E ;
PIETRUSIEWICZ, KM .
TETRAHEDRON, 1980, 36 (16) :2353-2355
[6]  
CORDI AA, 1988, Patent No. 0313002
[7]  
CORDI AA, 1993, Patent No. 005252
[8]  
CORDI AA, 1993, Patent No. 005177
[9]   SYNTHESIS AND BIOLOGICAL EVALUATION OF CYCLOPROPYL ANALOGS OF 2-AMINO-5-PHOSPHONOPENTANOIC ACID [J].
DAPPEN, MS ;
PELLICCIARI, R ;
NATALINI, B ;
MONAHAN, JB ;
CHIORRI, C ;
CORDI, AA .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (01) :161-168
[10]   [4+2]cycloaddition of N-buta-1,3-dienylsuccinimide to gem-substituted vinyl phosphonates [J].
Defacqz, N ;
Touillaux, R ;
Marchand-Brynaert, J .
JOURNAL OF CHEMICAL RESEARCH-S, 1998, (09) :512-513