SYNTHESIS OF METHYL [5,6,8,9,14,15-H-3(6)]-HEPOXILIN-B(3) AND ITS CONVERSION INTO METHYL [5,6,8,9,14,15-H-3(6)]-HEPOXILIN-A(3)

被引:16
作者
DEMIN, PM
PIVNITSKY, KK
VASILJEVA, LL
PACEASCIAK, CR
机构
[1] HOSP SICK CHILDREN,RES INST,TORONTO M5G 1X8,ONTARIO,CANADA
[2] RAMS,NATL ENDOCRINOL SCI CTR,INST EXPTL ENDOCRINOL,MOSCOW 115522,RUSSIA
[3] UNIV TORONTO,DEPT PHARMACOL,TORONTO M5S 1A8,ONTARIO,CANADA
关键词
HEPOXILIN-A(3); HEPOXILIN-B(3); TRITIATION; MITSUNOBU INVERSION; ALLYLIC REARRANGEMENT;
D O I
10.1002/jlcr.2580340304
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The selective tritiation of methyl 10(R/S)-hydroxy-11(R),12(S)-epoxyeicosa-5,8,14-triynoate into two C-10-epimeric [H-3(6)]-hepoxilins B3 methyl esters is described. These compounds are subsequently converted into two C-8-epimeric [H-3(6)]-hepoxilins A3 methyl esters by allylic rearrangement under Mitsunobu conditions via corresponding benzoates.
引用
收藏
页码:221 / 230
页数:10
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