(3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇 合成路线 （共 38 条）
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反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 50 percent / BuLi / tetrahydrofuran
2: 72 percent / LiAlH4 / tetrahydrofuran
View Scheme
参考文献
Murray, Anthony; Gronvald, Frederik C.; Nielsen, Jane K.; Faarup, Peter
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反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: pyridine
2: 74 percent / (CF3CO)2O, H2O2, H2SO4 / -2 °C
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -50 deg C, 1 h, 2.) CH2Cl2, 25 deg C, 5 min
4: 75 percent / BuLi / tetrahydrofuran / 2 h / 0 °C
5: 81 percent / NaBH4 / ethanol / 25 °C
6: 85 percent / H2SO4 / CHCl3 / 0.08 h / 25 °C
7: 100 percent / KOH / ethanol / 2 h / 70 °C
View Scheme
参考文献
Ruan; Wilson; Schroepfer Jr.
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反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -50 deg C, 1 h, 2.) CH2Cl2, 25 deg C, 5 min
2: 75 percent / BuLi / tetrahydrofuran / 2 h / 0 °C
3: 81 percent / NaBH4 / ethanol / 25 °C
4: 85 percent / H2SO4 / CHCl3 / 0.08 h / 25 °C
5: 100 percent / KOH / ethanol / 2 h / 70 °C
View Scheme
参考文献
Ruan; Wilson; Schroepfer Jr.
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反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 74 percent / (CF3CO)2O, H2O2, H2SO4 / -2 °C
2: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -50 deg C, 1 h, 2.) CH2Cl2, 25 deg C, 5 min
3: 75 percent / BuLi / tetrahydrofuran / 2 h / 0 °C
4: 81 percent / NaBH4 / ethanol / 25 °C
5: 85 percent / H2SO4 / CHCl3 / 0.08 h / 25 °C
6: 100 percent / KOH / ethanol / 2 h / 70 °C
View Scheme
参考文献
Ruan; Wilson; Schroepfer Jr.
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反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 85 percent / H2SO4 / CHCl3 / 0.08 h / 25 °C
2: 100 percent / KOH / ethanol / 2 h / 70 °C
View Scheme
参考文献
Ruan; Wilson; Schroepfer Jr.
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反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 75 percent / BuLi / tetrahydrofuran / 2 h / 0 °C
2: 81 percent / NaBH4 / ethanol / 25 °C
3: 85 percent / H2SO4 / CHCl3 / 0.08 h / 25 °C
4: 100 percent / KOH / ethanol / 2 h / 70 °C
View Scheme
参考文献
Ruan; Wilson; Schroepfer Jr.
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反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 81 percent / NaBH4 / ethanol / 25 °C
2: 85 percent / H2SO4 / CHCl3 / 0.08 h / 25 °C
3: 100 percent / KOH / ethanol / 2 h / 70 °C
View Scheme
参考文献
Ruan; Wilson; Schroepfer Jr.
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反应条件
111420-56-5 (3S,10S,13R,14S,17R)-14-(羟基甲基)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-2,3,5,6,7,11,12,15,16,17-十氢-1H-环戊二烯并[a]菲-3-醇 + 64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
recombinant rat NADPH-P450 reductase; C-terminal His6-tagged Candida albicans CYP51F1; DLNPC
T=37°C; pH=7.4; 0.5 h; aq. phosphate bufferEnzymatic reaction;
参考文献
Park, Hyoung-Goo; Lee, Im-Soon; Chun, Young-Jin; Yun, Chul-Ho; Johnston, Jonathan B.; Montellano, Paul R. Ortiz De; Kim, Donghak
