3-((7R,8S,9S)-9-Methoxy-8-methyl-8-nitro-1,4-dioxa-spiro[4.5]dec-7-yl)-propionic acid ethyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-((7R,8S,9S)-9-Methoxy-8-methyl-8-nitro-1,4-dioxa-spiro[4.5]dec-7-yl)-propionic acid ethyl ester
• 英文别名: ethyl 3-[(7S,8S,9R)-7-methoxy-8-methyl-8-nitro-1,4-dioxaspiro[4.5]decan-9-yl]propanoate
• 化学式: C₁₅H₂₅NO₇
• 分子量: 331.366
• InChiKey: FFUDGCZMBFAOGP-DYEKYZERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  99.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-((7R,8S,9S)-9-Methoxy-8-methyl-8-nitro-1,4-dioxa-spiro[4.5]dec-7-yl)-propionic acid ethyl ester 在 aluminum amalgam 作用下， 以 四氢呋喃 、 水 为溶剂， 以79%的产率得到3-((7R,8S,9S)-8-Hydroxyamino-9-methoxy-8-methyl-1,4-dioxa-spiro[4.5]dec-7-yl)-propionic acid ethyl ester
  参考文献：
  名称：

  A novel synthetic approach towards the AB-ring system of 9-azasteroids

  摘要：

  Based on a high energy intermediate model for the inhibition of the ergosterol biosynthesis 9-azasteroids represent potential bioactive compounds as antimycotics. Herein, we describe a novel diastereoselective approach towards a substructure containing the AB-ring system bearing an angular methyl group. Utilizing Diels-Alder chemistry for the construction of the A-ring, the heterocyclic system (ring B) was constructed via a reductive cyclization methodology. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00020-4
• 作为产物：
  描述：

  (E)-5-Nitro-hex-4-enoic acid ethyl ester 在 TSA 作用下， 以 苯 为溶剂， 生成 3-((7R,8S,9S)-9-Methoxy-8-methyl-8-nitro-1,4-dioxa-spiro[4.5]dec-7-yl)-propionic acid ethyl ester
  参考文献：
  名称：

  A novel synthetic approach towards the AB-ring system of 9-azasteroids

  摘要：

  Based on a high energy intermediate model for the inhibition of the ergosterol biosynthesis 9-azasteroids represent potential bioactive compounds as antimycotics. Herein, we describe a novel diastereoselective approach towards a substructure containing the AB-ring system bearing an angular methyl group. Utilizing Diels-Alder chemistry for the construction of the A-ring, the heterocyclic system (ring B) was constructed via a reductive cyclization methodology. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00020-4