(5S,8R,9S,10S,13S,14S)-17-羟基-17-[(E)-2-碘乙烯基]-10,13-二甲基-2,4,5,6,7,8,9,11,12,14,15,16-十二氢-1H-环戊二烯并[a]菲-3-酮合成路线 (共 3 条)
→
129163-98-0(5S,8R,9S,10S,13S,14S)-17-羟基-17-[(E)-2-碘乙烯基]-10,13-二甲基-2,4,5,6,7,8,9,11,12,14,15,16-十二氢-1H-环戊二烯并[a]菲-3-酮
反应条件
tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide in dichloromethane 14 h; Ambient temperature;
参考文献
Salman; Chamness
Journal of Medicinal Chemistry, 1991 , vol. 34, # 3 p. 1019 - 1024
→
129163-98-0(5S,8R,9S,10S,13S,14S)-17-羟基-17-[(E)-2-碘乙烯基]-10,13-二甲基-2,4,5,6,7,8,9,11,12,14,15,16-十二氢-1H-环戊二烯并[a]菲-3-酮
反应条件
1: 1.) CH3Li / 1.) ether, from 0 deg C to RT, 1 h, 2.) THF, from 0 deg C to RT, 4 h 2: aq. KOH / methanol / 0.5 h / 65 - 70 °C 3: 57 percent / 4A molecular sieves, N-methylmorpholine N-oxide, tetra-n-propylammonium perruthenate / tetrahydrofuran / 14 h / Ambient temperature 4: 1.) azobis(isobutyronitrile), tri-n-butyltin hydride, 2.) iodine / 1.) benzene, reflux, 3 h, 2.) CH2Cl2 View Scheme
参考文献
Salman; Chamness
Journal of Medicinal Chemistry, 1991 , vol. 34, # 3 p. 1019 - 1024
→
129163-98-0(5S,8R,9S,10S,13S,14S)-17-羟基-17-[(E)-2-碘乙烯基]-10,13-二甲基-2,4,5,6,7,8,9,11,12,14,15,16-十二氢-1H-环戊二烯并[a]菲-3-酮
反应条件
1: 57 percent / 4A molecular sieves, N-methylmorpholine N-oxide, tetra-n-propylammonium perruthenate / tetrahydrofuran / 14 h / Ambient temperature 2: 1.) azobis(isobutyronitrile), tri-n-butyltin hydride, 2.) iodine / 1.) benzene, reflux, 3 h, 2.) CH2Cl2 View Scheme
参考文献
Salman; Chamness
Journal of Medicinal Chemistry, 1991 , vol. 34, # 3 p. 1019 - 1024