(2R,3R)-1,2-Cyclohexylideneundecane-1,2,3-triol

• 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: (2R,3R)-1,2-Cyclohexylideneundecane-1,2,3-triol
• 英文别名: (1R)-1-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]nonan-1-ol
• 化学式: C₁₇H₃₂O₃
• 分子量: 284.439
• InChiKey: BDZJOIMUVSPTSM-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2:5,6-二-O-亚环己基-D-甘露醇 在 sodium periodate 、 magnesium 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 (2R,3R)-1,2-Cyclohexylideneundecane-1,2,3-triol
  参考文献：
  名称：

  (R)-2,3-O-Cyclohexylideneglyceraldehyde, a Versatile Intermediate for Asymmetric Synthesis of Chiral Alcohol

  摘要：

  Grignard addition to (R)-2,3-O-cyclohexylideneglyceraldehyde (IIa) gave rise to column chromatographically separable diastereo alcohols 2 and 3 including highly functionalized and synthetically exploitable homoallylic alcohols 2e and 3e and homopropargylic alcohols 2f and 3f. Compound 3c on functional manipulation gave rise to (-)-coriolic acid synthon 6.

  DOI：

  10.1021/jo00108a020

文献信息

• Chattopadhyay A., Mamdapur V. R., J. Org. Chem, 60 (1995) N 3, S 585-587
  作者：Chattopadhyay A., Mamdapur V. R.

  DOI：——

  日期：——
• (R)-2,3-O-Cyclohexylideneglyceraldehyde, a Versatile Intermediate for Asymmetric Synthesis of Chiral Alcohol
  作者：A. Chattopadhyay、V. R. Mamdapur

  DOI：10.1021/jo00108a020

  日期：1995.2

  Grignard addition to (R)-2,3-O-cyclohexylideneglyceraldehyde (IIa) gave rise to column chromatographically separable diastereo alcohols 2 and 3 including highly functionalized and synthetically exploitable homoallylic alcohols 2e and 3e and homopropargylic alcohols 2f and 3f. Compound 3c on functional manipulation gave rise to (-)-coriolic acid synthon 6.