(3S,4R)-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)-1-cyclohexen-1-yl>carbonate

Base Information

• Chemical Name: (3S,4R)-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)-1-cyclohexen-1-yl>carbonate
• CAS No.: 89088-85-7
• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.381
• Mol file: 89088-85-7.mol

Synonyms:(3S,4R)-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)-1-cyclohexen-1-yl>carbonate

Chemical Property of (3S,4R)-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)-1-cyclohexen-1-yl>carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R)-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)-1-cyclohexen-1-yl>carbonate

There total 3 articles about (3S,4R)-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)-1-cyclohexen-1-yl>carbonate 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) → (3S,4R)-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)-1-cyclohexen-1-yl>carbonate (89088-85-7)

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 → (3S,4R)-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)-1-cyclohexen-1-yl>carbonate (89088-85-7)

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 (75420-43-8) + (R)-(+)-3,4-dimethyl-2-cyclohexen-1-one (89162-97-0) + methyl chloroformate (79-22-1) → (3S,4R)-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)-1-cyclohexen-1-yl>carbonate (89088-85-7)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo00181a050

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:

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

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

(3S,4R)-2-<(dimethylamino)methyl>-3,4-dimethyl-3-<(3(R)-methyl-4-pentenyl)>-1-cyclohexanone