2-[(1r,3s)-3-Hydroxycyclohexyl]-5-(2-methyloctan-2-yl)phenol

Base Information

• Chemical Name: 2-[(1r,3s)-3-Hydroxycyclohexyl]-5-(2-methyloctan-2-yl)phenol
• CAS No.: 70434-82-1
• Deprecated CAS: 114753-49-0
• Molecular Formula: C21H34O2
• Molecular Weight: 318.5
• DSSTox Substance ID: DTXSID201017793,DTXSID401009968
• Nikkaji Number: J384.302E
• Wikipedia: CP_47,497
• Mol file: 70434-82-1.mol

Synonyms:3-(2-hydroxy-4-(1,1-dimethylheptylphenyl)cyclohexan-1-ol);3-(4-(1,1-dimethylheptyl)-2-hydroxyphenyl)cyclohexanol;cis-3-(2-hydroxy-4-(1,1-dimethylheptylphenyl)-cyclohexan-1-ol);CP 47,497;CP 47497;CP-47,497

Chemical Property of 2-[(1r,3s)-3-Hydroxycyclohexyl]-5-(2-methyloctan-2-yl)phenol

Chemical Property:

• Vapor Pressure: 7.59E-08mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 421.2 °C at 760 mmHg
• PKA: 10.25±0.40(Predicted)
• Flash Point: 180.7 °C
• PSA: 40.46000
• Density: 1.01g/cm³
• LogP: 5.65870
• Storage Temp.: Store at -20°C
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 318.255880323
• Heavy Atom Count: 23
• Complexity: 339

Purity/Quality:

99% ^*data from raw suppliers

(±)-CP 47,497 (exempt preparation) ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(C)(C)C1=CC(=C(C=C1)C2CCCC(C2)O)O
• Isomeric SMILES: CCCCCCC(C)(C)C1=CC(=C(C=C1)[C@@H]2CCC[C@@H](C2)O)O
• Description: CP 47,497 is a monophenol cannabimimetic compound that binds the central cannabinoid (CB1) receptor with a Ki value of 2.2 nM. It is equivalent in analgesic potency to Δ9-THC and exhibits other CB biological activities as well.
• Uses: A cannabinoid receptor ligand.

Technology Process of 2-[(1r,3s)-3-Hydroxycyclohexyl]-5-(2-methyloctan-2-yl)phenol

There total 11 articles about 2-[(1r,3s)-3-Hydroxycyclohexyl]-5-(2-methyloctan-2-yl)phenol 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: 77.0%

(Z)-3-<2-(benzyloxy)-4-(1,1-dimethylheptyl)phenyl>cyclohexanol (70434-49-0) → (Z)-3-<4-(1,1-dimethylheptyl)-2-hydroxyphenyl>cyclohexanol (70434-82-1)

Guidance literature:

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In ethanol; for 2h; under 760 Torr;

DOI:10.1021/jm00367a013

Reference yield:

cyclohexenone (930-68-7) → (Z)-3-<4-(1,1-dimethylheptyl)-2-hydroxyphenyl>cyclohexanol (70434-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: CuI / tetrahydrofuran / 0.5 h / -3 °C

2: 51 percent / NaBH₄ / methanol; tetrahydrofuran / 1 h / -40 °C

3: 77 percent / H₂, NaHCO₃ / 10percent Pd/C / ethanol / 2 h / 760 Torr

With sodium tetrahydroborate; copper(l) iodide; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00367a013

Reference yield:

1-bromo-2-benzyloxy-4-(1,1-dimethylheptyl)benzene (70120-16-0) → (Z)-3-<4-(1,1-dimethylheptyl)-2-hydroxyphenyl>cyclohexanol (70434-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1: Mg / tetrahydrofuran / 20 h / Heating

2: CuI / tetrahydrofuran / 0.5 h / -3 °C

3: 51 percent / NaBH₄ / methanol; tetrahydrofuran / 1 h / -40 °C

4: 77 percent / H₂, NaHCO₃ / 10percent Pd/C / ethanol / 2 h / 760 Torr

With sodium tetrahydroborate; copper(l) iodide; hydrogen; sodium hydrogencarbonate; magnesium; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00367a013

upstream raw materials:

(Z)-3-<2-(benzyloxy)-4-(1,1-dimethylheptyl)phenyl>cyclohexanol

cyclohexenone

1-bromo-2-benzyloxy-4-(1,1-dimethylheptyl)benzene

3-<2-(benzyloxy)-4-(1,1-dimethylheptyl)phenyl>cyclohexanone

Refernces