Carbonic acid (3S,4R)-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohex-1-enyl ester methyl ester

Base Information

• Chemical Name: Carbonic acid (3S,4R)-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohex-1-enyl ester methyl ester
• CAS No.: 95529-81-0
• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.381
• Mol file: 95529-81-0.mol

Synonyms:Carbonic acid (3S,4R)-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohex-1-enyl ester methyl ester

Chemical Property of Carbonic acid (3S,4R)-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohex-1-enyl ester methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid (3S,4R)-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohex-1-enyl ester methyl ester

There total 3 articles about Carbonic acid (3S,4R)-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohex-1-enyl ester methyl ester 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:

(+)-(R)-4-methyl-2-cyclohexene-1-one (75337-05-2) → Carbonic acid (3S,4R)-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohex-1-enyl ester methyl ester (95529-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) copper(I) iodide; 2.) triethylamine / 1.) ether,0 deg C, 45 min; 2.) RT_., 2 h

2: palladium(II) acetate / acetonitrile / 12 h / Ambient temperature

3: 1.) Mg, 2.) copper(I) iodide / 1.) ether, reflux, 1 h, 2.) ether, dimethylsulfide, 0 deg C, then RT_., 1 h, 3.) 0 deg C, 90 min, RT_., 4 h

With copper(l) iodide; palladium diacetate; magnesium; triethylamine; In acetonitrile;

DOI:10.1021/ja00294a046

Reference yield:

((3S,4R)-3,4-Dimethyl-cyclohex-1-enyloxy)-trimethyl-silane → Carbonic acid (3S,4R)-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohex-1-enyl ester methyl ester (95529-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium(II) acetate / acetonitrile / 12 h / Ambient temperature

2: 1.) Mg, 2.) copper(I) iodide / 1.) ether, reflux, 1 h, 2.) ether, dimethylsulfide, 0 deg C, then RT_., 1 h, 3.) 0 deg C, 90 min, RT_., 4 h

With copper(l) iodide; palladium diacetate; magnesium; In acetonitrile;

DOI:10.1021/ja00294a046

Reference yield:

(+)-3-methyl-4-pentenyl bromide (75420-42-7) + (R)-(+)-3,4-dimethyl-2-cyclohexen-1-one (89162-97-0) + methyl chloroformate (79-22-1) → Carbonic acid (3S,4R)-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohex-1-enyl ester methyl ester (95529-81-0)

Guidance literature:

With copper(l) iodide; magnesium; Yield given. Multistep reaction; 1.) ether, reflux, 1 h, 2.) ether, dimethylsulfide, 0 deg C, then RT_., 1 h, 3.) 0 deg C, 90 min, RT_., 4 h;

DOI:10.1021/ja00294a046

upstream raw materials:

(+)-3-methyl-4-pentenyl bromide

(R)-(+)-3,4-dimethyl-2-cyclohexen-1-one

methyl chloroformate

(+)-(R)-4-methyl-2-cyclohexene-1-one

Downstream raw materials:

(2S)-4-<(1S,6R)-1,6-dimethyl-2-methylene-3-oxocyclohexyl>-2-methyl-butanal

(3S,4R)-2-Dimethylaminomethyl-3,4-dimethyl-3-((S)-3-methyl-pent-4-enyl)-cyclohexanone