1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene

Base Information

• Chemical Name: 1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene
• CAS No.: 109334-05-6
• Molecular Formula: C₂₂H₂₆O
• Molecular Weight: 306.448
• Mol file: 109334-05-6.mol

Synonyms:1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene

Chemical Property of 1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene

There total 1 articles about 1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene 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: 90.0%

1-(3-chloroprop-1-en-2-yl)-4-methylbenzene (40089-09-6) + (1S,2R)-trans-2-phenyl-1-cyclohexanol (34281-92-0) → 1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene (109334-05-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1021/ja00249a066

Reference yield: 75.0%

1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene (109334-05-6) → 1-Methyl-4-[(E)-1-methyl-2-((1S,2R)-2-phenyl-cyclohexyloxy)-vinyl]-benzene (109334-06-7)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 65 ℃;

DOI:10.1021/ja00249a066

Reference yield:

1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene (109334-05-6) → (R)-(+)-β-cuparenone (28152-91-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 75 percent / potassium tert-butoxide / dimethylsulfoxide / 65 °C

2: diethyl ether / 20 °C

3: diethyl ether; methanol / Ambient temperature

4: chromous perchlorate / H₂O; acetone / 0 °C

5: 2.) Li₂CO₃, LiBr / 1.) ether, -78 deg C, 2.) DMF, 80 deg C

6: 86 percent / Ni(acac)2 / diethyl ether / Ambient temperature

With chromium(III) perchlorate; potassium tert-butylate; lithium carbonate; lithium bromide; bis(acetylacetonate)nickel(II); In methanol; diethyl ether; water; dimethyl sulfoxide; acetone;

DOI:10.1021/ja00249a066

upstream raw materials:

1-(3-chloroprop-1-en-2-yl)-4-methylbenzene

(1S,2R)-trans-2-phenyl-1-cyclohexanol

Downstream raw materials:

1-Methyl-4-[(E)-1-methyl-2-((1S,2R)-2-phenyl-cyclohexyloxy)-vinyl]-benzene

(R)-(+)-β-cuparenone

(4R)-3,4-dimethyl-4-(p-tolyl)-2-cyclopentenone

(R)-2-Chloro-4-methyl-4-p-tolyl-cyclopent-2-enone