(2S,4R,6S,8S,10S)-8-[(1S,2S)-4-Hydroxy-2-methyl-1-(3-methyl-butyryloxy)-butyl]-4,10-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carboxylic acid | 438462-63-6

• 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: (2S,4R,6S,8S,10S)-8-[(1S,2S)-4-Hydroxy-2-methyl-1-(3-methyl-butyryloxy)-butyl]-4,10-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carboxylic acid
• CAS: 438462-63-6
• 化学式: C₂₂H₃₈O₇
• 分子量: 414.54
• InChiKey: NAEZHNQYAWPXCK-NZHOCPJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  102.29
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-氨基苯乙酸甲酯 、 (2S,4R,6S,8S,10S)-8-[(1S,2S)-4-Hydroxy-2-methyl-1-(3-methyl-butyryloxy)-butyl]-4,10-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carboxylic acid 在 N-甲基吗啉 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 3-Methyl-butyric acid (1S,2S)-4-hydroxy-1-{(2S,4S,6S,8S,10R)-8-[((R)-methoxycarbonyl-phenyl-methyl)-carbamoyl]-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl}-2-methyl-butyl ester
  参考文献：
  名称：

  Relative and Absolute Stereochemistry of the Didemnaketals, Metabolites of a Palauan Ascidian, Didemnum sp.

  摘要：

  [GRAPHICS]The absolute stereochemistry of the heptaprenoids didemnaketals B (2) and C (3), isolated from a Palauan ascidian, was determined using a combination of degradation and derivatization experiments, chiral shift methods, and comparison of fragments to known compounds.

  DOI：

  10.1021/ol025904z
• 作为产物：
  描述：

  (E)-(3S,8S)-8-Hydroxy-8-{(2S,4R,6S,8S,10S)-8-[(1S,2S)-4-hydroxy-2-methyl-1-(3-methyl-butyryloxy)-butyl]-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl}-3,7-dimethyl-oct-6-enoic acid methyl ester 在 sodium periodate 、 四氧化锇 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 生成 (2S,4R,6S,8S,10S)-8-[(1S,2S)-4-Hydroxy-2-methyl-1-(3-methyl-butyryloxy)-butyl]-4,10-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carboxylic acid
  参考文献：
  名称：

  Relative and Absolute Stereochemistry of the Didemnaketals, Metabolites of a Palauan Ascidian, Didemnum sp.

  摘要：

  [GRAPHICS]The absolute stereochemistry of the heptaprenoids didemnaketals B (2) and C (3), isolated from a Palauan ascidian, was determined using a combination of degradation and derivatization experiments, chiral shift methods, and comparison of fragments to known compounds.

  DOI：

  10.1021/ol025904z