SYNTHESIS OF A BICYCLIC GAMMA-LACTAM DIPEPTIDE ANALOG

被引:28
作者
BALDWIN, JE
HULME, C
EDWARDS, AJ
SCHOFIELD, CJ
PARKES, KEB
机构
[1] OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
[2] ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND
关键词
D O I
10.1016/0040-4039(93)85036-V
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of a conformationally restrained bicyclic gamma-lactam dipeptide mimetic, involving a diastereoselective bicyclisation reaction is described.
引用
收藏
页码:1665 / 1668
页数:4
相关论文
共 16 条
[1]  
AEBI JD, 1988, J MED CHEM, V31, P1988
[2]   SYNTHESIS OF A NOVEL BICYCLIC GAMMA-LACTAM ANALOG OF THE 1-OXAPENAMS [J].
BALDWIN, JE ;
FREEMAN, RT ;
SCHOFIELD, C .
TETRAHEDRON LETTERS, 1989, 30 (30) :4019-4020
[3]  
BALDWIN JE, 1992, J CHEM RES-S, P173
[4]   ENZYMATIC-SYNTHESIS OF BICYCLIC GAMMA-LACTAMS USING CLAVAMINIC ACID SYNTHASE [J].
BALDWIN, JE ;
ADLINGTON, RM ;
BRYANS, JS ;
LLOYD, MD ;
SEWELL, TJ ;
SCHOFIELD, CJ ;
BAGGALEY, KH ;
CASSELS, R .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (12) :877-879
[5]   KINETIC RESOLUTION OF UNNATURAL AND RARELY OCCURRING AMINO-ACIDS - ENANTIOSELECTIVE HYDROLYSIS OF N-ACYL AMINO-ACIDS CATALYZED BY ACYLASE-I [J].
CHENAULT, HK ;
DAHMER, J ;
WHITESIDES, GM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6354-6364
[6]   BIOACTIVE CONFORMATION OF LUTEINIZING-HORMONE-RELEASING HORMONE - EVIDENCE FROM A CONFORMATIONALLY CONSTRAINED ANALOG [J].
FREIDINGER, RM ;
VEBER, DF ;
PERLOW, DS ;
BROOKS, JR ;
SAPERSTEIN, R .
SCIENCE, 1980, 210 (4470) :656-658
[7]   PROTECTED LACTAM-BRIDGED DIPEPTIDES FOR USE AS CONFORMATIONAL CONSTRAINTS IN PEPTIDES [J].
FREIDINGER, RM ;
PERLOW, DS ;
VEBER, DF .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (01) :104-109
[8]   A FACILE SYNTHESIS OF 8-AMINO-3-OXOINDOLIZIDINE DERIVATIVES AS CONFORMATIONALLY RESTRICTED ORNITHYL PSEUDODIPEPTIDES [J].
GOMEZMONTERREY, I ;
DOMINGUEZ, MJ ;
GONZALEZMUNIZ, R ;
HARTO, JR ;
GARCIALOPEZ, MT .
TETRAHEDRON LETTERS, 1991, 32 (08) :1089-1092
[9]   DESIGN AND SYNTHESIS OF A NOVEL PEPTIDE BETA-TURN MIMETIC [J].
HINDS, MG ;
RICHARDS, NGJ ;
ROBINSON, JA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (22) :1447-1449
[10]   3,6-DIOXOPERHYDROPYRROLO[1,2-A]PYRAZINES - A NEW APPROACH TO CONFORMATIONALLY RESTRICTED TRIPEPTIDES [J].
MARTINMARTINEZ, M ;
GARCIALOPEZ, MT ;
GONZALEZMUNIZ, R .
TETRAHEDRON LETTERS, 1992, 33 (16) :2187-2190