(3aS,5aS,6R,7R,9aR,9bS)-3a,6-Dimethyl-6-(2-selenocyanato-ethyl)-7-selenocyanatomethyl-dodecahydro-naphtho[2,1-b]furan | 131768-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (3aS,5aS,6R,7R,9aR,9bS)-3a,6-Dimethyl-6-(2-selenocyanato-ethyl)-7-selenocyanatomethyl-dodecahydro-naphtho[2,1-b]furan
• CAS: 131768-47-3
• 化学式: C₁₉H₂₈N₂OSe₂
• 分子量: 458.364
• InChiKey: TWMLAOTWQNBTFI-QSMSVPEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  56.81
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  17-oxa-5α-androstan-3-one 在 吡啶 、 二异丁基氢化铝 、 sodium iodide 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 97.0h， 生成 (3aS,5aS,6R,7R,9aR,9bS)-3a,6-Dimethyl-6-(2-selenocyanato-ethyl)-7-selenocyanatomethyl-dodecahydro-naphtho[2,1-b]furan
  参考文献：
  名称：

  Transformation of epiandrosterone into 3-oxa-, 3-thia-, 3-selena-, and 3-aza-17-oxaandrostanes of the 5α series based on β-scission of alkoxyl radicals

  摘要：

  3-beta-Hydroxy-5-alpha-androstan-17-one was transformed into 17-oxa-5-alpha-androstan-3-beta-ol in five steps involving conversion of the 17-ketone via the corresponding lactol to its hypoiodite and thence a regioselective beta-scission under irradiation to give ring D seco iodoformate, from which the 17-oxasteroids were derived. Four bisheterosteroids 3,17-dioxa-5-alpha-androstane, 3-thia-17-oxa-5-alpha-androstane, 3-aza-17-oxa-5-alpha-androstane, and 3-selena-17-oxa-5-alpha-androstane) were synthesized from 17-oxa-5-alpha-androstan-3-beta-ol via 5, 8, 8, and 9 steps, respectively, involving a second regioselective beta-scission of an alkoxyl radical as the key step.

  DOI：

  10.1016/0039-128x(90)90059-k