dimethyl (1'R,2'R,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)-propane-1,3-dioate

Base Information

• Chemical Name: dimethyl (1'R,2'R,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)-propane-1,3-dioate
• CAS No.: 106431-81-6
• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.353
• Mol file: 106431-81-6.mol

Synonyms:dimethyl (1'R,2'R,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)-propane-1,3-dioate

Chemical Property of dimethyl (1'R,2'R,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)-propane-1,3-dioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl (1'R,2'R,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)-propane-1,3-dioate

There total 11 articles about dimethyl (1'R,2'R,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)-propane-1,3-dioate 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: 92.0%

methyl (5R)-2-(methoxycarbonyl)-5,9-dimethyldeca-2,8-dienoate (106431-76-9) → dimethyl (1'R,2'R,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)-propane-1,3-dioate (106431-81-6) + Dimethyl (1'S,2'S,5'R)-2-(2'-isopropenyl-5'-methylcyclohex-1'-yl)propane-1,3-dioate (106431-82-7)

Guidance literature:

With aluminum oxide; iron(III) chloride; Yields of byproduct given; 1) 2 h, -78 deg C, 2) 2 h, 20 deg C;

Reference yield: 66.0%

2-(3,7-Dimethyl-oct-6-enylidene)-malonic acid dimethyl ester (140407-82-5) → 2-((1R,2S,5S)-2-Isopropenyl-5-methyl-cyclohexyl)-malonic acid dimethyl ester (106431-81-6,106431-82-7,130451-45-5,138233-56-4,140462-24-4,140462-25-5) + 2-((1R,2R,5R)-2-Isopropenyl-5-methyl-cyclohexyl)-malonic acid dimethyl ester (106431-81-6,106431-82-7,130451-45-5,138233-56-4,140462-24-4,140462-25-5)

Guidance literature:

silica gel; In dichloromethane; at 25 ℃; for 1.5h; under 11250900 Torr;

DOI:10.1016/S0040-4039(00)92321-9

Reference yield: 66.0%

2-(3,7-Dimethyl-oct-6-enylidene)-malonic acid dimethyl ester (140407-82-5) → 2-((1R,2S,5S)-2-Isopropenyl-5-methyl-cyclohexyl)-malonic acid dimethyl ester (106431-81-6,106431-82-7,130451-45-5,138233-56-4,140462-24-4,140462-25-5) + 2-((1R,2R,5R)-2-Isopropenyl-5-methyl-cyclohexyl)-malonic acid dimethyl ester (106431-81-6,106431-82-7,130451-45-5,138233-56-4,140462-24-4,140462-25-5)

Guidance literature:

silica gel; In dichloromethane; at 25 ℃; for 1.5h; under 11250900 Torr;

DOI:10.1016/S0040-4039(00)92321-9

upstream raw materials:

methyl (5R)-2-(methoxycarbonyl)-5,9-dimethyldeca-2,8-dienoate

cycl-isopropylidene malonate

(R)-Citronellal

2-(3,7-Dimethyl-oct-6-enylidene)-malonic acid dimethyl ester

Downstream raw materials:

((1S,2R,5R)-2-Isopropenyl-5-methyl-cyclohexyl)-acetic acid methyl ester

{(1S,2R,5R)-5-Methyl-2-[1-methylene-3-(toluene-4-sulfonyloxy)-propyl]-cyclohexyl}-acetic acid methyl ester

[(1S,2R,5R)-2-(3-Iodo-1-methylene-propyl)-5-methyl-cyclohexyl]-acetic acid methyl ester

[(1S,2R,5R)-2-(3-Hydroxy-1-methylene-propyl)-5-methyl-cyclohexyl]-acetic acid methyl ester