Synthesis of 2,4-diamino-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido [4,5-b]azocine

被引:4
作者
Taylor, EC [1 ]
Dowling, JE [1 ]
Bhatia, B [1 ]
机构
[1] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA
关键词
D O I
10.1021/jo981393b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have initiated a program aimed at the synthesis of derivatives of 2,4-diamino-5,6,7,8,9,10-hexahydro-5, 9-methanopyrimido[4, 5-b]azocine (3) as potential selective inhibitors of Pneumocystis carinii DHFR. The present pap er describes a simple synthesis of 3 from 2,4,6-triaminopyrimidine and 2-cyclohexen-1-one as well as methodology for the introduction of a variety of substituents at bridgehead position C-9.
引用
收藏
页码:441 / 446
页数:6
相关论文
共 22 条
[1]  
ADAMIAK RW, 1986, CHEM SCRIPTA, V26, P3
[2]  
BOLIN JT, 1982, J BIOL CHEM, V257, P13650
[3]  
BROWN DJ, 1996, CHEM HETEROCYCLIC CO
[4]  
CAREY FA, 1971, J ORG CHEM, V36, P750
[5]  
CHAMPNESS JN, 1994, STRUCTURE, V2, P917
[6]   MOLECULAR-STRUCTURES OF 2,4-DIAMINOPYRIMIDINE ANTIFOLATES WITH ANTI-NEOPLASTIC ACTIVITY [J].
CODY, V ;
ZAKRZEWSKI, SF .
JOURNAL OF MEDICINAL CHEMISTRY, 1982, 25 (04) :427-430
[7]  
FATHI R, 1990, TETRAHEDRON LETT, V31, P319
[8]  
FERONE R, 1969, MOL PHARMACOL, V5, P49
[9]   6-O-(PENTAFLUOROPHENYL)-2'-DEOXYGUANOSINE - A VERSATILE SYNTHON FOR NUCLEOSIDE AND OLIGONUCLEOTIDE SYNTHESIS [J].
GAO, H ;
FATHI, R ;
GAFFNEY, BL ;
GOSWAMI, B ;
KUNG, PP ;
RHEE, Y ;
JIN, R ;
JONES, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) :6954-6959
[10]  
GRIBBLE GW, 1977, SYNTHESIS-STUTTGART, P172