3β-(1-ethoxy)ethoxy-17a-oxa-5α-D-homoandrostan-17-one | 131791-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 3β-(1-ethoxy)ethoxy-17a-oxa-5α-D-homoandrostan-17-one
• CAS: 131791-16-7
• 化学式: C₂₃H₃₈O₄
• 分子量: 378.552
• InChiKey: AYZWCVJJQMVNIY-MCXBGRFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.09
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3β-(1-ethoxy)ethoxy-17a-oxa-5α-D-homoandrostan-17-one 在 吡啶 、 甲基锂 、 碘 、 二异丁基氢化铝 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 、 苯 为溶剂， 反应 8.15h， 生成 17-oxa-5α-androstan-3β-ol
  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
• 作为产物：
  描述：

  表雄酮 在 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 28.0h， 生成 3β-(1-ethoxy)ethoxy-17a-oxa-5α-D-homoandrostan-17-one
  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