Δ⁸-tetrahydrocannabinol

• 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: Δ⁸-tetrahydrocannabinol
• 英文别名: (10aR)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
• 化学式: C₂₁H₃₀O₂
• 分子量: 314.468
• InChiKey: HCAWPGARWVBULJ-TZHYSIJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 Δ⁸-tetrahydrocannabinol 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以74%的产率得到(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-yl trifluoromethanesulfonate
  参考文献：
  名称：

  [EN] FLUORINATION OF ORGANIC COMPOUNDS
  [FR] FLUORATION DE COMPOSÉS ORGANIQUES

  摘要：

  公开号：

  WO2010059943A3
• 作为产物：
  描述：

  (4R)-1-甲基-4-(1-甲基乙烯)-2-环己烯-1-醇 、 3,5-二羟基戊苯 在 对甲苯磺酸 作用下， 以 水 、 苯 为溶剂， 反应 2.0h， 以49%的产率得到Δ⁸-tetrahydrocannabinol
  参考文献：
  名称：

  [EN] FLUORINATION OF ORGANIC COMPOUNDS
  [FR] FLUORATION DE COMPOSÉS ORGANIQUES

  摘要：

  公开号：

  WO2010059943A3

文献信息

• [EN] PROCESS FOR THE PREPARATION OF (-) -DELTA 9-TETRAHYDROCANNABINOL<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION DU (-)-DELTA 9-TÉTRAHYDROCANNABINOL
  申请人：MALLINCKRODT INC

  公开号：WO2009099868A1

  公开（公告）日：2009-08-13

  The present disclosure is directed to a process for the chemical synthesis of (-)-Δ9- ^tetrahydrocannabinol (Δ9-THC) and related compounds of formula (I). In particular, the process comprises a one-pot condensation and sulfonylatton reaction sequence that produces crude Δ9-THC aryl sulfonate or related compounds. Sulfoπylatioπ of Δ9-THC or related compounds immediately upon their formation imparts stability to the cannabinoids, and prevents formation of the corresponding Δ8 isomer. Δ9THC aryl sulfonates may be readily separated from A6THC aryl sulfonates using reverse phase chromatography. Hydrolysis of the Δ9-THC aryl sulfonates or related compounds produces Δ9-THC or related compounds containing relatively low amounts of the corresponding Δ8 isomer. (Formula I).

  本披露涉及一种用于化学合成(-)-Δ9-四氢大麻酚(Δ9-THC)及其相关化合物的过程。具体而言，该过程包括一锅法缩合和磺化反应序列，产生粗 Δ9-THC 芳基磺酸酯或相关化合物。Δ9-THC或相关化合物在形成后立即进行磺化处理，赋予大麻素稳定性，并防止形成相应的Δ8异构体。Δ9-THC芳基磺酸酯可通过反相色谱法轻松与Δ6-THC芳基磺酸酯分离。对Δ9-THC芳基磺酸酯或相关化合物的水解产生含有相对较低量相应Δ8异构体的Δ9-THC或相关化合物。(化学式I)。
• FLUORINATION OF ORGANIC COMPOUNDS
  申请人：Ritter Tobias

  公开号：US20110312903A1

  公开（公告）日：2011-12-22

  Methods for fluorinating organic compounds are described herein.

  本文描述了有机化合物氟化的方法。
• PROCESS FOR THE PRODUCTION OF CANNABIDIOL AND DELTA-9-TETRAHYDROCANNABINOL
  申请人：Noramco, Inc.

  公开号：EP3319952B1

  公开（公告）日：2020-02-05
• CARTRIDGE FOR VAPOR-PHASE CANNABINOID REACTIONS WITHIN A DEVICE
  申请人：Canopy Growth Corporation

  公开号：US20220218653A1

  公开（公告）日：2022-07-14

  Disclosed herein is a cartridge for a vape device. The cartridge comprises a housing defining an inlet, an outlet, and an interior chamber that is position between the inlet and the outlet. The inlet, the outlet, and the interior chamber are fluidly connected by a flow path, and the inlet is configured to receive a first cannabinoid. The cartridge also comprises a Lewis-acidic heterogeneous reagent positioned in the interior chamber such that when the flow path passes through the interior chamber, at least a portion of the flow path contacts the Lewis-acidic heterogeneous reagent. The Lewis-acidic heterogeneous reagent has an acidity metric that surpasses a threshold acidity metric for the first cannabinoid such that contact between the Lewis-acidic heterogeneous reagent and the first cannabinoid under reaction conditions defined by a contact temperature and a contact time converts at least a portion of the first cannabinoid into a second cannabinoid.