6α-hydroxyhexahydrocannabinol | 74509-39-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6α-hydroxyhexahydrocannabinol
• 英文别名: 8(S)-hydroxy-9(R)-Hexahydrocannabinol；(6aR,8S,9R,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromene-1,8-diol
• CAS: 74509-39-0
• 化学式: C₂₁H₃₂O₃
• 分子量: 332.483
• InChiKey: CIVSDEYXXUHBPV-DZUCGIPZSA-N

物化性质

• 沸点：
  426.6±45.0 °C(predicted)
• 密度：
  1.054±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  Acetic acid (6aR,8S,9R,10aR)-8-acetoxy-6,6,9-trimethyl-3-pentyl-6a,7,8,9,10,10a-hexahydro-6H-benzo[c]chromen-1-yl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 6α-hydroxyhexahydrocannabinol
  参考文献：
  名称：

  Stereochemical requirements for cannabinoid activity

  摘要：

  Several pairs of cannabinoid isomers were synthesized and tested for psychotropic activity in rhesus monkeys. Two regularities were observed: (a) In the absence of the other substituents, the equatorial stereochemistry of the substituent at C-1 determines activity. (b) Two groups of THC-type cannabinoids which differ only in that the chemical groupings in one of them at C-1, C-2 are situated at C-1, C-6 in the other (but retain their stereochemistry) have almost equivalent psychotropic activity.

  DOI：

  10.1021/jm00184a002