(4aR)-7,7-ethanediyldioxy-4b-methyl-(4ar,4bt,10at)-2,3,4a,4b,5,6,7,8,10,10a-decahydro-phenanthrene-1,4-dione | 1156-34-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aR)-7,7-ethanediyldioxy-4b-methyl-(4ar,4bt,10at)-2,3,4a,4b,5,6,7,8,10,10a-decahydro-phenanthrene-1,4-dione
• 英文别名: (4aR)-7,7-Aethandiyldioxy-4b-methyl-(4ar,4bt,10at)-2,3,4a,4b,5,6,7,8,10,10a-decahydro-phenanthren-1,4-dion；(+/-)-7,7-ethanediyldioxy-4b-methyl-(4ar,4bt,10at)-2,3,4a,4b,5,6,7,8,10,10a-decahydro-phenanthrene-1,4-dione；(+/-)-7,7-Aethandiyldioxy-4b-methyl-(4ar,4bt,10at)-2,3,4a,4b,5,6,7,8,10,10a-decahydro-phenanthren-1,4-dion
• CAS: 1156-34-9；6102-47-2；6102-48-3
• 化学式: C₁₇H₂₂O₄
• 分子量: 290.359
• InChiKey: VFMHHKPNLKLJLU-UHOFOFEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  21.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4aR)-7,7-ethanediyldioxy-4b-methyl-(4ar,4bt,10at)-2,3,4a,4b,5,6,7,8,10,10a-decahydro-phenanthrene-1,4-dione 在 盐酸 作用下， 生成 (+/-)-4b-methyl-(4ar,4bt,10at)-2,3,4a,5,6,9,10,10a-octahydro-4bH-phenanthrene-1,4,7-trione
  参考文献：
  名称：

  Approaches to the Total Synthesis of Adrenal Steroids.¹ V. 4b-Methyl-7- ethylenedioxy-1,2,3,4,4aα,4b,5,6,7,8,10,10a β-dodecahydrophenanthrene-4 β-ol-1-one and Related Tricyclic Derivatives

  摘要：

  DOI：

  10.1021/ja01098a049
• 作为产物：
  描述：

  (+/-)-7,7-ethanediyldioxy-4t-hydroxy-4b-methyl-(4ar,4bt,10at)-3,4,4a,4b,5,6,7,8,10,10a-decahydro-2H-phenanthren-1-one 在 吡啶 、 chromium(VI) oxide 作用下， 生成 (4aR)-7,7-ethanediyldioxy-4b-methyl-(4ar,4bt,10at)-2,3,4a,4b,5,6,7,8,10,10a-decahydro-phenanthrene-1,4-dione
  参考文献：
  名称：

  Approaches to the Total Synthesis of Adrenal Steroids.¹ V. 4b-Methyl-7- ethylenedioxy-1,2,3,4,4aα,4b,5,6,7,8,10,10a β-dodecahydrophenanthrene-4 β-ol-1-one and Related Tricyclic Derivatives

  摘要：

  DOI：

  10.1021/ja01098a049

文献信息

• Zum stereochemischen Verlauf der<i>Michael</i>-Addition. Über Synthesen in der Aldosteron-Reihe III; Über Steroide, 145. Mitteilung
  作者：A. Wettstein、K. Heusler、H. Ueberwasser、P. Wieland

  DOI：10.1002/hlca.19570400210

  日期：——

  The Michael addition of methylvinylketone to β-dicarbonyl compounds prepared from d, l-Δ8a-1-oxo-4β-hydroxy-4bβ-methyl-7-ethyl-enedioxy-4aα, 10aβ-dodecahydro-phenanthrene (Ia) and from the corresponding 1,4-diketone I c has been investigated. Thus from the 2-alkoxyoxalyl compounds III, IVa and b the 2α-alkoxyoxalyl-2 β- (γ-oxo-butyl) derivatives Va, Vb and VIa were obtained in excellent yield.

  该迈克尔加成到甲基乙烯基酮β二羰基化合物，从d，1-Δ制备8A -1-氧代4β羟基4bβ甲基-7-乙基enedioxy-4aα，10aβ十二氢菲（Ia）和从所述已经研究了相应的1，4-二酮I c。因此，从2-烷氧基草酰化合物III，IVa和b以优异的产率获得了2α-烷氧基草酰-2β-（γ-氧代丁基）衍生物Va，Vb和VIa。
• Approaches to the Total Synthesis of Adrenal Steroids. VI. 2,4b-Dimethyl-7-ethylenedioxy-1,2,3,4,4aα,4b,5,6,7,8,10,10aβ- dodecahydrophenanthrene-4β-ol-1-one and Related Compounds
  作者：R. M. Lukes、G. I. Poos、R. E. Beyler、W. F. Johns、L. H. Sarett

  DOI：10.1021/ja01103a056

  日期：1953.4
• US2862004
  申请人：——

  公开号：——

  公开（公告）日：——
• Some Optically Active Dodecahydrophenanthrenes¹
  作者：R. M. Lukes、L. H. Sarett

  DOI：10.1021/ja01633a081

  日期：1954.2