3-<2-(dimethylamino)-1,1-bis(methoxycarbonyl)ethoxy>-1-cyclohexenecarboxylic acid methyl ester

Base Information

• Chemical Name: 3-<2-(dimethylamino)-1,1-bis(methoxycarbonyl)ethoxy>-1-cyclohexenecarboxylic acid methyl ester
• CAS No.: 106114-30-1
• Molecular Formula: C₁₆H₂₅NO₇
• Molecular Weight: 343.377
• Mol file: 106114-30-1.mol

Synonyms:3-<2-(dimethylamino)-1,1-bis(methoxycarbonyl)ethoxy>-1-cyclohexenecarboxylic acid methyl ester

Chemical Property of 3-<2-(dimethylamino)-1,1-bis(methoxycarbonyl)ethoxy>-1-cyclohexenecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<2-(dimethylamino)-1,1-bis(methoxycarbonyl)ethoxy>-1-cyclohexenecarboxylic acid methyl ester

There total 6 articles about 3-<2-(dimethylamino)-1,1-bis(methoxycarbonyl)ethoxy>-1-cyclohexenecarboxylic acid 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: 97.0%

eschenmoser's salt (33797-51-2) + 3--1-cyclohexenecarboxylic acid methyl ester (106093-98-5) → 3-<2-(dimethylamino)-1,1-bis(methoxycarbonyl)ethoxy>-1-cyclohexenecarboxylic acid methyl ester (106114-30-1)

Guidance literature:

With triethylamine; In dichloromethane; for 18h;

DOI:10.1021/ja00238a029

Reference yield:

endo-8-bromo-6-oxabicyclo<3.2.1>octa-2-en-7-one → 3-<2-(dimethylamino)-1,1-bis(methoxycarbonyl)ethoxy>-1-cyclohexenecarboxylic acid methyl ester (106114-30-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / hydrogen / 10percent Pd/C / ethanol / 6 h

2: 68 percent / methanol / 18 h

3: 95 percent / rhodium acetate / benzene / 0.58 h / Heating

4: 97 percent / Et₃N / CH₂Cl₂ / 18 h

With rhodium(II) acetate; hydrogen; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; benzene;

DOI:10.1021/ja00238a029

Reference yield:

dimethyl diazomalonate (6773-29-1) → 3-<2-(dimethylamino)-1,1-bis(methoxycarbonyl)ethoxy>-1-cyclohexenecarboxylic acid methyl ester (106114-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / rhodium acetate / benzene / 0.58 h / Heating

2: 97 percent / Et₃N / CH₂Cl₂ / 18 h

With rhodium(II) acetate; triethylamine; In dichloromethane; benzene;

DOI:10.1021/ja00238a029

upstream raw materials:

eschenmoser's salt

3--1-cyclohexenecarboxylic acid methyl ester

dimethyl diazomalonate

3-hydroxy-1-cyclohexenecarboxylic acid methyl ester