Hexadecanoic acid (1S,6S,7R,8S)-2,6-dimethyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-bicyclo[4.2.0]octa-2,4-dien-7-ylmethyl ester | 137047-37-1

• 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: Hexadecanoic acid (1S,6S,7R,8S)-2,6-dimethyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-bicyclo[4.2.0]octa-2,4-dien-7-ylmethyl ester
• CAS: 137047-37-1
• 化学式: C₃₆H₆₀O₂
• 分子量: 524.871
• InChiKey: PMQHENFSHBCNIL-JRDSCRFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.92
• 重原子数：
  38.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  Hexadecanoic acid (2E,4Z,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenyl ester 以 正己烷 为溶剂， 以78%的产率得到Hexadecanoic acid (1S,6S,7R,8S)-2,6-dimethyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-bicyclo[4.2.0]octa-2,4-dien-7-ylmethyl ester
  参考文献：
  名称：

  Preparation of (9Z, 11Z) - Vitamin A

  摘要：

  Starting from (7E,9Z)-C15-aldehyde 4, the syntheses of (9Z,11Z)-vitamin A acetate and palmitate are reported. The construction strategy is based on treatment of 4 with Zn-PPh3/CBr4, addition of acetaldehyde followed by a Wittig-Horner reaction to give the (9Z,11Z)-C20-nitrile 7 which was reduced with DIBAH to the corresponding aldehyde 8 and then to the title compound 1. The thermal instability of 1 is discussed.

  DOI：

  10.1016/s0040-4039(00)79877-7