(4As,4bs,6as,7s,9as,9br,11as)-4a,6a,7-trimethylhexadecahydroindeno[4,5-h]isochromen-7-ol | 7389-62-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (4As,4bs,6as,7s,9as,9br,11as)-4a,6a,7-trimethylhexadecahydroindeno[4,5-h]isochromen-7-ol
• 英文别名: (1S,3aS,3bR,5aS,9aS,9bS,11aS)-1,9a,11a-trimethyl-3,3a,3b,4,5,5a,6,7,9,9b,10,11-dodecahydro-2H-indeno[4,5-h]isochromen-1-ol
• CAS: 7389-62-0
• 化学式: C₁₉H₃₂O₂
• 分子量: 292.5
• InChiKey: PCTCXCANPODEKD-PHFHYRSDSA-N

物化性质

• 沸点：
  388.2±35.0 °C(Predicted)
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

文献信息

• [EN] NEW PROCESS FOR THE SYNTHESIS OF 17 beta -HYDROXY-17 alpha -METHYL-2-OXA-5 alpha -ANDROSTANE-3-ONE<br/>[FR] NOUVEAU PROCEDE DE SYNTHESE DE 17 beta -HYDROXY-17 alpha -METHYL-2-OXA-5 alpha -ANDROSTAN-3-ONE
  申请人：RICHTER GEDEON VEGYESZET

  公开号：WO2000077025A1

  公开（公告）日：2000-12-21

  The invention relates to a new process for the synthesis of 17β-hydroxy-17α-methyl-2-oxa-5α-androstane-3-one of formula (I). The process according to the invention is as follows: the 17β-hydroxy-17α-methyl-1,3-seco-2-nor-5α-androstane-1,3-diacid of formula (III) is transformed into the ring-closed 17β-hydroxy-17α-methyl-1,3-seco-2-nor-5α-androstane-1,3-diacid anhydride of formula (II) in an inert solvent or without solvent with a C2-C3 alkan acid anhydride or a substituted carbodiimide of formula R1-N=C=N-R2 - wherein R?1 and R2¿ independently are C¿1?-C6 alkyl group, C1-C6 alkyl group substituted by tertiary or quaternary amino group or 1-3 phenyl group, C5-C6 cycloalkyl group, aryl group substituted by 1-3 methoxy, tertiary amino, nitro, C1-C4 alkyl group or 1-3 halogen atom - and the obtained compound of formula (II) is reduced regioselectively by a complex alkali metal hydride in an inert solvent. The new 17β-hydroxy-17α-methyl-1,3-seco-2-nor-5α-androstane-1,3-diacid anhydride of formula (II) is also the subject of the invention.

  本发明涉及一种合成式(I)的17β-羟基-17α-甲基-2-氧-5α-雄烷-3-酮的新工艺。根据本发明的工艺如下：用C2-C3烷酸酐或取代的氨基甲酸酐（式R1-N=C=N-R2，其中R1和R2独立地是C1-C6烷基、由第三或第四胺基取代的C1-C6烷基、1-3苯基、C5-C6环烷基、由1-3甲氧基、第三胺基、硝基、C1-C4烷基或1-3卤原子取代的芳基）在惰性溶剂或无溶剂下，将式(III)的17β-羟基-17α-甲基-1,3-去氧-2-去氢-5α-雄烷-1,3-二酸转化为环闭合的式(II)的17β-羟基-17α-甲基-1,3-去氧-2-去氢-5α-雄烷-1,3-二酸酐。然后，用复杂碱金属氢化物在惰性溶剂中对所得到的式(II)的化合物进行区域选择性还原。新的式(II)的17β-羟基-17α-甲基-1,3-去氧-2-去氢-5α-雄烷-1,3-二酸酐也是本发明的对象。
• NEW PROCESS FOR THE SYNTHESIS OF 17BETA-HYDROXY-17ALPHA-METHYL-2-OXA-5ALPHA-ANDROSTANE-3-ONE
  申请人：RICHTER GEDEON VEGYESZETI GYAR R.T.

  公开号：EP1189925A1

  公开（公告）日：2002-03-27