N-acetyl-3-methoxy-2'-oxopyrrolidino-[4',5':14β,15β]-estra-1,3,5(10)-trien-17-one | 1110665-04-7

• 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: N-acetyl-3-methoxy-2'-oxopyrrolidino-[4',5':14β,15β]-estra-1,3,5(10)-trien-17-one
• 英文别名: (1R,2R,6R,9S,12S)-5-acetyl-16-methoxy-9-methyl-5-azapentacyclo[10.8.0.02,6.02,9.013,18]icosa-13(18),14,16-triene-4,8-dione
• CAS: 1110665-04-7
• 化学式: C₂₃H₂₇NO₄
• 分子量: 381.472
• InChiKey: OGNPONZWKXIYTJ-CZHOHAKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1'-acetoxy-3-methoxy-2'-oxopyrrolidino[4',5':14β,15β]estra-1,3,5(10)-trien-17-one 、 乙酸酐 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 反应 1.0h， 以81%的产率得到N-acetyl-3-methoxy-2'-oxopyrrolidino-[4',5':14β,15β]-estra-1,3,5(10)-trien-17-one
  参考文献：
  名称：

  Synthesis and molecular structure of 14,15-pyrrolidino-and 14,16-ethano derivatives of estrone

  摘要：

  Hydrolysis of 3-methoxy-16 alpha-nitro-14,17-ethenoestra-1,3,5(10)-trien-17 beta-yl acetate under weakly basic conditions leads to formation of 3-methoxy-2'-oxopyrrolidino-[4',5':14 beta,15 beta]-estra-1,3,5 (10)-trien-17-one, the structure of which has been confirmed by X-ray analysis and some chemical transformations. The reactivity of 3-methoxy-16 alpha-nitro-14,17-ethanoestra-1,3,5(10)-trien-17 beta-yl acetate under various conditions of basic hydrolysis has been investigated. The derived compounds have been identified by means of NMR spectroscopy and X-ray analysis. (C) 2008 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2008.01.004

文献信息

• Synthesis and molecular structure of 14,15-pyrrolidino-and 14,16-ethano derivatives of estrone
  作者：Alexander V. Baranovsky、Dmitry A. Bolibrukh、James R. Bull、Alexander S. Lyakhov、Vladimir A. Khripach

  DOI：10.1016/j.steroids.2008.01.004

  日期：2008.7

  Hydrolysis of 3-methoxy-16 alpha-nitro-14,17-ethenoestra-1,3,5(10)-trien-17 beta-yl acetate under weakly basic conditions leads to formation of 3-methoxy-2'-oxopyrrolidino-[4',5':14 beta,15 beta]-estra-1,3,5 (10)-trien-17-one, the structure of which has been confirmed by X-ray analysis and some chemical transformations. The reactivity of 3-methoxy-16 alpha-nitro-14,17-ethanoestra-1,3,5(10)-trien-17 beta-yl acetate under various conditions of basic hydrolysis has been investigated. The derived compounds have been identified by means of NMR spectroscopy and X-ray analysis. (C) 2008 Elsevier Inc. All rights reserved.