(R)-(-)-1-[1'-(benzenesulfonyl)methyl]-2,2-dimethyl-6-methylenecyclohexane

Base Information

• Chemical Name: (R)-(-)-1-[1'-(benzenesulfonyl)methyl]-2,2-dimethyl-6-methylenecyclohexane
• CAS No.: 502763-42-0
• Molecular Formula: C₁₆H₂₂O₂S
• Molecular Weight: 278.415
• Mol file: 502763-42-0.mol

Synonyms:(R)-(-)-1-[1'-(benzenesulfonyl)methyl]-2,2-dimethyl-6-methylenecyclohexane

Chemical Property of (R)-(-)-1-[1'-(benzenesulfonyl)methyl]-2,2-dimethyl-6-methylenecyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-1-[1'-(benzenesulfonyl)methyl]-2,2-dimethyl-6-methylenecyclohexane

There total 8 articles about (R)-(-)-1-[1'-(benzenesulfonyl)methyl]-2,2-dimethyl-6-methylenecyclohexane 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: 86.0%

(R)-(+)-2,2-dimethyl-6-methylene-1-[1'-(phenylthio)methyl]cyclohexane (502763-41-9) → (R)-(-)-1-[1'-(benzenesulfonyl)methyl]-2,2-dimethyl-6-methylenecyclohexane (502763-42-0)

Guidance literature:

With Oxone; In methanol; water; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(02)01455-2

Reference yield:

((R)-(-)-2,2-dimethyl-6-methylene-1-cyclohexyl)methanol (166022-33-9) → (R)-(-)-1-[1'-(benzenesulfonyl)methyl]-2,2-dimethyl-6-methylenecyclohexane (502763-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / tributylphosphine; pyridine / 15 h / 20 °C

2: 86 percent / Oxone (R) / methanol; H₂O / 3 h / 20 °C

With pyridine; Oxone; tributylphosphine; In methanol; water;

DOI:10.1016/S0040-4020(02)01455-2

Reference yield:

C14H22O4 (1178893-44-1) → (R)-(-)-1-[1'-(benzenesulfonyl)methyl]-2,2-dimethyl-6-methylenecyclohexane (502763-42-0)

Guidance literature:

Multi-step reaction with 4 steps

1: triphenylphosphine; triethylamine; bis-triphenylphosphine-palladium(II) chloride; formic acid / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

2: sodium hydroxide / methanol / Reflux

3: potassium carbonate / dimethyl sulfoxide / 12 h / 20 °C

4: dihydrogen peroxide; ammonium molibdate / methanol / 8 h / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; ammonium molibdate; formic acid; dihydrogen peroxide; potassium carbonate; triethylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide;

DOI:10.3390/md17040245

upstream raw materials:

(R)-(+)-2,2-dimethyl-6-methylene-1-[1'-(phenylthio)methyl]cyclohexane

diphenyldisulfane

((R)-(-)-2,2-dimethyl-6-methylene-1-cyclohexyl)methanol

(R)-(2,2-dimethyl-6-methylenecyclohexyl)methyl acetate

Downstream raw materials:

(2E,6E)-9-((1R)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene

(R)-(-)-(2E,6E)-9-(2,2-dimethyl-6-methylenencyclohexyl)-3,7-dimethyl-2,6-nonadien-1-ol