bis-(2-chloro-ethyl)-((2'Ξ)-2'-oxo-3β-(Ξ)-tetrahydropyran-2-yloxy-(17βO)-2'λ5-spiro[androst-5-ene-17,6'-[1,3,2]oxazaphosphinan]-2'-yl)-amine | 59324-41-3

• 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: bis-(2-chloro-ethyl)-((2'Ξ)-2'-oxo-3β-(Ξ)-tetrahydropyran-2-yloxy-(17βO)-2'λ5-spiro[androst-5-ene-17,6'-[1,3,2]oxazaphosphinan]-2'-yl)-amine
• 英文别名: bis-(2-chloro-ethyl)-((2'Ξ)-2'-oxo-3β-(Ξ)-tetrahydropyran-2-yloxy-(17βO)-2'λ⁵-spiro[androst-5-ene-17,6'-[1,3,2]oxazaphosphinan]-2'-yl)-amine
• CAS: 59324-41-3
• 化学式: C₃₀H₄₉Cl₂N₂O₄P
• 分子量: 603.61
• InChiKey: RMUUCZWCICUPNJ-CKXLVVABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  39.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  60.03
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  bis-(2-chloro-ethyl)-((2'Ξ)-2'-oxo-3β-(Ξ)-tetrahydropyran-2-yloxy-(17βO)-2'λ5-spiro[androst-5-ene-17,6'-[1,3,2]oxazaphosphinan]-2'-yl)-amine 生成 (2'Ξ)-2'-[bis-(2-chloro-ethyl)-amino]-2'-oxo-(17βO)-2'λ⁵-spiro[androst-5-ene-17,6'-[1,3,2]oxazaphosphinan]-3β-ol
  参考文献：
  名称：

  Synthesis of steroidal cyclophosphamides

  摘要：

  The Reformatsky product of estrone methyl ether and ethyl bromo-acetate was transformed by two separate routes to 21-amino-3-methoxy-17alpha-pregna-1,3,5(10)-trien-17beta-ol (9). Cyclization with bis- (2-chloroethyl) phosphoramide dichloride produced the steroidal cyclophosphamide 10. Analogous syntheses transformed androstenolone into steroidal cyclophosphamide 20 and androstenedione into steroidal cyclophosphamide 28.

  DOI：

  10.1016/0039-128x(76)90056-8
• 作为产物：
  描述：

  双(2-氯乙基)氨基磷酰二氯 、 21-amino-3β-(Ξ)-tetrahydropyran-2-yloxy-(17βH)-pregn-5-en-17-ol 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 bis-(2-chloro-ethyl)-((2'Ξ)-2'-oxo-3β-(Ξ)-tetrahydropyran-2-yloxy-(17βO)-2'λ5-spiro[androst-5-ene-17,6'-[1,3,2]oxazaphosphinan]-2'-yl)-amine
  参考文献：
  名称：

  Synthesis of steroidal cyclophosphamides

  摘要：

  The Reformatsky product of estrone methyl ether and ethyl bromo-acetate was transformed by two separate routes to 21-amino-3-methoxy-17alpha-pregna-1,3,5(10)-trien-17beta-ol (9). Cyclization with bis- (2-chloroethyl) phosphoramide dichloride produced the steroidal cyclophosphamide 10. Analogous syntheses transformed androstenolone into steroidal cyclophosphamide 20 and androstenedione into steroidal cyclophosphamide 28.

  DOI：

  10.1016/0039-128x(76)90056-8