3-Heptyl-delta(1)-tetrahydrocannabinol

Base Information

• Chemical Name: 3-Heptyl-delta(1)-tetrahydrocannabinol
• CAS No.: 54763-99-4
• Molecular Formula: C₂₃H₃₄O₂
• Molecular Weight: 342.522
• UNII: WTK87HN3LG
• DSSTox Substance ID: DTXSID70203228
• ChEMBL ID: CHEMBL5171161
• Mol file: 54763-99-4.mol

Synonyms:3-heptyl-delta(1)-tetrahydrocannabinol;3-heptyl-delta-1-THC

Chemical Property of 3-Heptyl-delta(1)-tetrahydrocannabinol

Chemical Property:

• Vapor Pressure: 1.29E-07mmHg at 25°C
• Boiling Point: 419°C at 760 mmHg
• Flash Point: 160.6°C
• PSA: 29.46000
• Density: 0.999g/cm³
• LogP: 6.51600
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 342.255880323
• Heavy Atom Count: 25
• Complexity: 467

Purity/Quality:

99% ^*data from raw suppliers

Δ9-THCP ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC1=CC(=C2C3C=C(CCC3C(OC2=C1)(C)C)C)O
• Isomeric SMILES: CCCCCCCC1=CC(=C2[C@@H]3C=C(CC[C@H]3C(OC2=C1)(C)C)C)O

Technology Process of 3-Heptyl-delta(1)-tetrahydrocannabinol

There total 7 articles about 3-Heptyl-delta(1)-tetrahydrocannabinol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5-heptyl-2-((1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-enyl)benzene-1,3-diol → (6aS,10aS)-3-heptyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol (54763-99-4)

Guidance literature:

With triisobutylaluminum; In hexane; dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

Reference yield:

(1′R,2′R)-5′-methyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,4,6-triol → (6aS,10aS)-3-heptyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol (54763-99-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: zinc dibromide; lithium bromide / diethyl ether; tetrahydrofuran / 0.5 h / Inert atmosphere

3.2: 6 h / 20 °C / Inert atmosphere

4.1: triisobutylaluminum / dichloromethane; hexane / 24 h / 20 °C / Inert atmosphere

With triisobutylaluminum; triethylamine; lithium bromide; zinc dibromide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;

Reference yield:

3,5-dihydroxyphenol (108-73-6) → (6aS,10aS)-3-heptyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol (54763-99-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: magnesium sulfate; tetrafluoroboric acid diethyl ether / dichloromethane; ethanol / 4.25 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: zinc dibromide; lithium bromide / diethyl ether; tetrahydrofuran / 0.5 h / Inert atmosphere

4.2: 6 h / 20 °C / Inert atmosphere

5.1: triisobutylaluminum / dichloromethane; hexane / 24 h / 20 °C / Inert atmosphere

With tetrafluoroboric acid diethyl ether; triisobutylaluminum; magnesium sulfate; triethylamine; lithium bromide; zinc dibromide; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane;

upstream raw materials:

3,5-dihydroxyphenol

(1S,4R)-p-mentha-2,8-dien-1-ol

Refernces