2,2-Dimethyl-butyric acid (1S,3S,4aS,7S,8S,8aS)-3-(2-acetoxy-ethylsulfanyl)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-decahydro-naphthalen-1-yl ester | 158391-08-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2,2-Dimethyl-butyric acid (1S,3S,4aS,7S,8S,8aS)-3-(2-acetoxy-ethylsulfanyl)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-decahydro-naphthalen-1-yl ester
• 英文别名: [(1S,3S,4aS,7S,8S,8aS)-3-(2-acetyloxyethylsulfanyl)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-1-yl] 2,2-dimethylbutanoate
• CAS: 158391-08-3
• 化学式: C₂₈H₄₆O₇S
• 分子量: 526.735
• InChiKey: PHGHLKHDWLKGHY-NONNKIBTSA-N

物化性质

• 沸点：
  645.6±55.0 °C(predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-butyric acid (1S,3S,4aS,7S,8S,8aS)-3-(2-acetoxy-ethylsulfanyl)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-decahydro-naphthalen-1-yl ester 在 (-)-8,8-(dichlorocamphor)sulfonyloxaziridine 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 生成 2,2-Dimethyl-butyric acid (1S,3S,4aS,7S,8S,8aS)-3-((R)-2-acetoxy-ethanesulfinyl)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-decahydro-naphthalen-1-yl ester 、 2,2-Dimethyl-butyric acid (1S,3S,4aS,7S,8S,8aS)-3-((S)-2-acetoxy-ethanesulfinyl)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-decahydro-naphthalen-1-yl ester
  参考文献：
  名称：

  Diastereoselective oxidation of sulfides to sulfoxides. Synthesis of novel C-6 sulfoxy tetrahydromevinic acids

  摘要：

  The synthesis and diastereoselective oxidation of novel tetrahydromevinic acid lactone sulfides to sulfoxides is described.

  DOI：

  10.1016/s0040-4039(00)73210-2
• 作为产物：
  描述：

  2,2-Dimethyl-butyric acid (1S,4aS,7S,8S,8aS)-3,3-bis-(2-hydroxy-ethylsulfanyl)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-decahydro-naphthalen-1-yl ester 在 吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 1.5h， 生成 2,2-Dimethyl-butyric acid (1S,3S,4aS,7S,8S,8aS)-3-(2-acetoxy-ethylsulfanyl)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-decahydro-naphthalen-1-yl ester
  参考文献：
  名称：

  Diastereoselective oxidation of sulfides to sulfoxides. Synthesis of novel C-6 sulfoxy tetrahydromevinic acids

  摘要：

  The synthesis and diastereoselective oxidation of novel tetrahydromevinic acid lactone sulfides to sulfoxides is described.

  DOI：

  10.1016/s0040-4039(00)73210-2