CONFORMATIONALLY RESTRICTED ANALOGS OF CP-99,994 - SYNTHESIS OF A SPIROCYCLIC AMINE

被引：23
作者：
DESAI, MC
LEFKOWITZ, SL
机构：
[1] Central Research Division, Pfizer Inc., Groton
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 10期
关键词：
D O I：
10.1016/S0960-894X(01)81021-0
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A short, stereoselective synthesis of a conformationally restricted spirocyclic analog 2 of the potent substance P antagonist (+/-)-CP-99,994, utilizing the versatile chemistry of the nitro group is described. The key features of the synthesis are the contributions of the nitro group to the success of Knoevenagl and Michael reactions, and its innate ability to be the source of a nitrogen atom.
引用
收藏
页码：2083 / 2086
页数：4
相关论文
共 35 条
[1]   NEW AND EFFICIENT SYNTHESIS OF OMEGA-NITROALCOHOLS AND SPIROKETALS BY CHEMIOSELECTIVE AND REGIOSELECTIVE REDUCTIVE CLEAVAGE OF 2-NITROCYCLOALKANONES [J].
BALLINI, R ;
PETRINI, M ;
ROSINI, G .
TETRAHEDRON, 1990, 46 (21) :7531-7538
[2]  
BALLINI R, 1987, SYNTHESIS-STUTTGART, P711
[3]  
BARETT AGM, 1986, CHEM REV, V86, P751
[4]  
BHAGWATHEESWARAN H, 1976, SYNTHESIS-STUTTGART, P615
[5]  
BROWN HC, 1981, SYNTHESIS-STUTTGART, P441
[6]   STEREOSPECIFIC SYNTHESIS OF THE CYCLOPENTA[E]PHENANTHRIDINE RING-SYSTEM - TETRACYCLIC AND PENTACYCLIC ANALOGS OF CEPHALOTAXUS ALKALOIDS [J].
BRYCE, MR ;
GARDINER, JM .
TETRAHEDRON, 1988, 44 (02) :599-612
[7]   A HIGHLY STEREOSELECTIVE SYNTHESIS OF AN AZASPIROLACTAM RELATED TO CEPHALOTAXUS ALKALOIDS [J].
BRYCE, MR ;
GARDINER, JM ;
HURSTHOUSE, MB ;
SHORT, RL .
TETRAHEDRON LETTERS, 1987, 28 (05) :577-580
[8]  
CHANG MM, 1970, J BIOL CHEM, V245, P4780
[9]   DISCOVERY OF A POTENT SUBSTANCE-P ANTAGONIST - RECOGNITION OF THE KEY MOLECULAR DETERMINANT [J].
DESAI, MC ;
LEFKOWITZ, SL ;
THADEIO, PF ;
LONGO, KP ;
SNIDER, RM .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (26) :4911-4913
[10]  
DESAI MC, 1993, TETRAHEDRON LETT
1234