(8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮 合成路线 (共 10 条)
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反应条件
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
反应条件
Wilkinson's catalyst; hydrogen in ethanol; toluene T=20°C; Catalytic hydrogenation; P=760 Torr; 48 h;
参考文献
Thalen, Arne; Wickstroem, Lars-Inge
Steroids, 2000 , vol. 65, # 1 p. 16 - 23
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反应条件
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
参考文献
Bernstein et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 1256
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Heller et al.
Journal of Organic Chemistry, 1961 , vol. 26, p. 5036,5041
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反应条件
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
反应条件
1: CH2Cl2; THF; HF 2: methanol.KOH View Scheme
参考文献
Bernstein et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 1696,1699
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反应条件
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
参考文献
Bernstein et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 1696,1699
→
反应条件
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
反应条件
1: KMnO4 2: pyridine 3: aqueous HClO4; dioxane 4: potassium acetate; ethanol / Behandeln einer Loesung des Reaktionsprodukts in Pyridin mit Acetanhydrid 5: CHCl3; HF 6: methanol. sodium methylate View Scheme
参考文献
Bernstein et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 1696,1699
→
反应条件
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
反应条件
1: pyridine 2: aqueous HClO4; dioxane 3: potassium acetate; ethanol / Behandeln einer Loesung des Reaktionsprodukts in Pyridin mit Acetanhydrid 4: CHCl3; HF 5: methanol. sodium methylate View Scheme
参考文献
Bernstein et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 1696,1699
→
反应条件
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
反应条件
1: potassium acetate; ethanol / Behandeln einer Loesung des Reaktionsprodukts in Pyridin mit Acetanhydrid 2: CHCl3; HF 3: methanol. sodium methylate View Scheme
参考文献
Bernstein et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 1696,1699
→
反应条件
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
反应条件
1: aqueous HClO4; dioxane 2: potassium acetate; ethanol / Behandeln einer Loesung des Reaktionsprodukts in Pyridin mit Acetanhydrid 3: CHCl3; HF 4: methanol. sodium methylate View Scheme
参考文献
Bernstein et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 1696,1699
→
反应条件
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
反应条件
mit Hilfe von Streptomyces roseochromogenus;
参考文献
Thoma et al.
Journal of the American Chemical Society, 1957 , vol. 79, p. 4818
337-02-0 (8S,9R,10S,11S,13S,14S,16R,17S)-9-氟-11,16,17-三羟基-17-(2-羟基乙酰基)-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3-酮
→
反应条件
反应条件
perchloric acid; acetone
参考文献
Bernstein et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 1696,1699