PROSTAGLANDIN-F2-ALPHA PHOTOAFFINITY PROBES - 18-PHENOXY-19,20-BISNORPROSTANOIDS BEARING PERFLUORINATED ARYL AZIDES

被引:6
作者
GOLINSKI, M [1 ]
HEINE, M [1 ]
WATT, DS [1 ]
机构
[1] UNIV KENTUCKY,DEPT CHEM,LEXINGTON,KY 40506
关键词
D O I
10.1016/S0040-4039(00)74270-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a potential prostaglandin F2-alpha photoaffinity probe involved the preparation of an 18-phenoxy-19,20-bisnorprostanoid in which the phenoxy group possessed an iodine substituent and a perfluorinated aryl azide.
引用
收藏
页码:1553 / 1556
页数:4
相关论文
共 28 条
[1]   CATECHOL BORON HALIDES - MILD AND SELECTIVE REAGENTS FOR CLEAVAGE OF COMMON PROTECTING GROUPS [J].
BOECKMAN, RK ;
POTENZA, JC .
TETRAHEDRON LETTERS, 1985, 26 (11) :1411-1414
[2]  
CAI SX, 1989, TETRAHEDRON LETT, V30, P5409
[3]   TOTAL SYNTHESIS OF MAYTANSINE [J].
COREY, EJ ;
WEIGEL, LO ;
CHAMBERLIN, AR ;
CHO, H ;
HUA, DH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (21) :6613-6615
[4]   STEREO-CONTROLLED SYNTHESIS OF PROSTAGLANDINS F2ALPHA AND E2 (DL) [J].
COREY, EJ ;
WEINSHENKER, NM ;
SCHAAF, TK ;
HUBER, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (20) :5675-+
[5]   PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES [J].
COREY, EJ ;
VENKATESWARLU, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6190-+
[6]  
COREY EJ, 1976, TETRAHEDRON LETT, V17, P809
[7]   QUANTITATIVE DEALKYLATION OF ALKYL ETHERS VIA TREATMENT WITH TRIMETHYLSILYL IODIDE - NEW METHOD FOR ETHER HYDROLYSIS [J].
JUNG, ME ;
LYSTER, MA .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (23) :3761-3764
[8]   PROSTAGLANDIN PHOTOAFFINITY PROBES - SYNTHESIS AND BIOLOGICAL-ACTIVITY OF AZIDE-SUBSTITUTED 16-PHENOXY-PGF2-ALPHA AND 17-PHENYL-PGF2-ALPHA PROSTAGLANDINS [J].
KAWADA, K ;
DOLENCE, EK ;
MORITA, H ;
KOMETANI, T ;
WATT, DS ;
BALAPURE, A ;
FITZ, TA ;
ORLICKY, DJ ;
GERSCHENSON, LE .
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (01) :256-264
[9]   FUNCTIONALIZED PERFLUOROPHENYL AZIDES - NEW REAGENTS FOR PHOTOAFFINITY-LABELING [J].
KEANA, JFW ;
CAI, SX .
JOURNAL OF FLUORINE CHEMISTRY, 1989, 43 (01) :151-154
[10]   NEW REAGENTS FOR PHOTOAFFINITY-LABELING - SYNTHESIS AND PHOTOLYSIS OF FUNCTIONALIZED PERFLUOROPHENYL AZIDES [J].
KEANA, JFW ;
CAI, SX .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) :3640-3647