2,6-dimethyl-2-(tetrahydropyranyloxy)hept-6-en-1-ol | 131513-83-2

• 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: 2,6-dimethyl-2-(tetrahydropyranyloxy)hept-6-en-1-ol
• CAS: 131513-83-2
• 化学式: C₁₄H₂₆O₃
• 分子量: 242.359
• InChiKey: VICFYTVOWUUWLN-UONOGXRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,6-dimethyl-2-(tetrahydropyranyloxy)hept-6-en-1-ol 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 生成 (2R)-(-)-2,6-dimethyl-6-heptene-1,2-diol
  参考文献：
  名称：

  Enantiomerically pure acetals in organic synthesis. 2. Diastereoselective alkylation of enantiomeric lithio alkyl lactyl tetrahydropyranosides and related enolates

  摘要：

  A concise approach for the rapid synthesis of enantiomerically pure alpha-alkylated derivatives of lactate esters and of other enantiomerically pure alpha-hydroxy esters is presented. This methodology, which makes use of enantiomeric lithium enolates prepared from diastereomeric tetrahydropyranyl ethers derived from alkyl lactates and other alpha-hydroxy esters, is used to prepare both enantiomers of frontalin from (S)-(-)-methyl lactate.

  DOI：

  10.1021/jo00003a035
• 作为产物：
  描述：

  methyl 2,6-dimethyl-2-(tetrahydropyranyloxy)hept-6-enoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 2,6-dimethyl-2-(tetrahydropyranyloxy)hept-6-en-1-ol
  参考文献：
  名称：

  Enantiomerically pure acetals in organic synthesis. 2. Diastereoselective alkylation of enantiomeric lithio alkyl lactyl tetrahydropyranosides and related enolates

  摘要：

  A concise approach for the rapid synthesis of enantiomerically pure alpha-alkylated derivatives of lactate esters and of other enantiomerically pure alpha-hydroxy esters is presented. This methodology, which makes use of enantiomeric lithium enolates prepared from diastereomeric tetrahydropyranyl ethers derived from alkyl lactates and other alpha-hydroxy esters, is used to prepare both enantiomers of frontalin from (S)-(-)-methyl lactate.

  DOI：

  10.1021/jo00003a035