(3S,4S,6R,7S,10R)-3,4-Difluoro-7-isopropyl-3,10-dimethyl-4-phenyl-1,5-dioxa-spiro[5.5]undecan-2-one | 1027604-85-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (3S,4S,6R,7S,10R)-3,4-Difluoro-7-isopropyl-3,10-dimethyl-4-phenyl-1,5-dioxa-spiro[5.5]undecan-2-one
• 英文别名: (3S,4S,6R,8R,11S)-3,4-difluoro-3,8-dimethyl-4-phenyl-11-propan-2-yl-1,5-dioxaspiro[5.5]undecan-2-one
• CAS: 1027604-85-8
• 化学式: C₂₀H₂₆F₂O₃
• 分子量: 352.421
• InChiKey: FUIWSVSDFMGTRR-IZHFEEFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,4S,6R,7S,10R)-3,4-Difluoro-7-isopropyl-3,10-dimethyl-4-phenyl-1,5-dioxa-spiro[5.5]undecan-2-one 在 盐酸 、 对甲苯磺酸 作用下， 反应 29.5h， 生成 (R)-2-甲基-2-氟-3-氧代-3-苯基丙酸乙酯
  参考文献：
  名称：

  A novel enantioselective preparation of α-fluoro-β-keto acids

  摘要：

  A two-step method for the enantioselective preparation of alpha-fluorinated beta-keto acids from 1,3-dioxin-4-ones having l-menthone as the chiral auxiliary at the 2-position is described. The method consists of fluorination of the dioxinones by molecular fluorine and solvolytic cleavage of the acetal function.

  DOI：

  10.1016/s0957-4166(00)86035-8
• 作为产物：
  描述：

  2-甲基-3-氧代-3-苯基丙酸 在 硫酸 、 乙酸酐 、 fluorine 作用下， 以 乙腈 为溶剂， 反应 19.0h， 生成 (3S,4S,6R,7S,10R)-3,4-Difluoro-7-isopropyl-3,10-dimethyl-4-phenyl-1,5-dioxa-spiro[5.5]undecan-2-one
  参考文献：
  名称：

  A novel enantioselective preparation of α-fluoro-β-keto acids

  摘要：

  A two-step method for the enantioselective preparation of alpha-fluorinated beta-keto acids from 1,3-dioxin-4-ones having l-menthone as the chiral auxiliary at the 2-position is described. The method consists of fluorination of the dioxinones by molecular fluorine and solvolytic cleavage of the acetal function.

  DOI：

  10.1016/s0957-4166(00)86035-8

文献信息

• A novel enantioselective preparation of α-fluoro-β-keto acids
  作者：Tomoyasu Iwaoka、Tomoko Murohashi、Masayuki Sato、Chikara Kaneko

  DOI：10.1016/s0957-4166(00)86035-8

  日期：1992.8

  A two-step method for the enantioselective preparation of alpha-fluorinated beta-keto acids from 1,3-dioxin-4-ones having l-menthone as the chiral auxiliary at the 2-position is described. The method consists of fluorination of the dioxinones by molecular fluorine and solvolytic cleavage of the acetal function.