17,17a-dimethyl-18-nor-D-homoandrosta-4,13,15,17(17a)-tetraen-3-one | 104098-81-9

• 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: 17,17a-dimethyl-18-nor-D-homoandrosta-4,13,15,17(17a)-tetraen-3-one
• 英文别名: 17.17a-Dimethyl-D-homo-18-nor-androstatetraen-(4.13.15.17(17a))-on-(3)；17,17a-dimethyl-D-homo-18-nor-androsta-4,13,15,17-tetraen-3-one；17,17a-Dimethyl-D-homo-18-nor-androsta-4,13,15,17-tetraen-3-on；17.17a-Dimethyl-D-homo-18-nor-androstatetraen-(4.D)-on-(3)；(4aR,4bS,10bR)-4,4a,4b,5,6,10b,11,12-Octahydro-4a,7,8-trimethyl-2(3H)-chrysenone；(4aR,4bS,10bR)-4a,7,8-trimethyl-3,4,4b,5,6,10b,11,12-octahydrochrysen-2-one
• CAS: 104098-81-9
• 化学式: C₂₁H₂₆O
• 分子量: 294.437
• InChiKey: JDDXKIPPOPILRJ-ACRUOGEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  22.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  17,17a-dimethyl-18-nor-D-homoandrosta-4,13,15,17(17a)-tetraen-3-one 在 盐酸 、 钾硼氢 作用下， 生成 17.17a-Dimethyl-D-homo-18-nor-androstapentaen-(3,5,13,15,17(17a))
  参考文献：
  名称：

  Dvolaitzky,M. et al., Bulletin de la Societe Chimique de France, 1963, p. 62 - 71

  摘要：

  DOI：
• 作为产物：
  描述：

  炔孕酮 生成 17,17a-dimethyl-18-nor-D-homoandrosta-4,13,15,17(17a)-tetraen-3-one
  参考文献：
  名称：

  Dvolaitzky,M. et al., Bulletin de la Societe Chimique de France, 1963, p. 62 - 71

  摘要：

  DOI：

文献信息

• Selective Reduction and Hydrogenation of Unsaturated Steroids¹
  作者：E. B. Hershberg、Eugene P. Oliveto、Corinne Gerold、Lois Johnson

  DOI：10.1021/ja01155a015

  日期：1951.11
• Steroids 49. Investigations on the dehydration of 17α-ethynl-17β- hydroxysteroids
  作者：Irén Vincze、Magdalena L″okös、Tamás Bakos、Anna Dancsi、Marianna Mák

  DOI：10.1016/0039-128x(93)90022-f

  日期：1993.5

  The acidic dehydration of 17alpha-ethynyl-17beta-hydroxysteroids (1-3) was investigated. On reaction with thionyl chloride, phosphorus oxychloride, and formic acid, the desired dehydration was accompanied by chlorination, Wagner-Meerwein rearrangement, and D-homoaromatic rearrangement. The structure of the product from the transformation of 17beta-hydroxypregn-20-yne derivative (3) on reaction with formic acid was misjudged. It was regarded as a pregn-16-en-20-yne (10) instead of the actually rearranged D-homoaromatic compound (11). As a consequence, physical data corresponding to this latter structure have been cited in the literature as those of pregn-16-en-20-yne derivative (10). This confusion prompted us to prepare compounds of both types (4, 9, 10, and 11), the characterization of which is here described.
• Inhoffen et al., Chemische Berichte, 1938, vol. 71, p. 1024,1030
  作者：Inhoffen et al.

  DOI：——

  日期：——