2,5-Cyclohexadiene-1-carboxylic acid, 1-[2-[(1R)-1-methyl-2-oxocyclopentyl]ethyl]-, methyl ester

Base Information

Chemical Name:2,5-Cyclohexadiene-1-carboxylic acid, 1-[2-[(1R)-1-methyl-2-oxocyclopentyl]ethyl]-, methyl ester
CAS No.:467242-40-6
Molecular Formula:C16H22O3
Molecular Weight:262.349
Hs Code.:

Synonyms:

Suppliers and Price of 2,5-Cyclohexadiene-1-carboxylic acid, 1-[2-[(1R)-1-methyl-2-oxocyclopentyl]ethyl]-, methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 2,5-Cyclohexadiene-1-carboxylic acid, 1-[2-[(1R)-1-methyl-2-oxocyclopentyl]ethyl]-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 2,5-Cyclohexadiene-1-carboxylic acid, 1-[2-[(1R)-1-methyl-2-oxocyclopentyl]ethyl]-, methyl ester

There total 11 articles about 2,5-Cyclohexadiene-1-carboxylic acid, 1-[2-[(1R)-1-methyl-2-oxocyclopentyl]ethyl]-, 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: 95.0%

: 467242-51-9
methyl (2R)-1-[2-(2-hydroxy-1-methylcyclopentyl)-ethyl]cyclohexa-2,5-diene-1-carboxylate

: 467242-40-6
methyl (1R)-1-[2-(1-methyl-2-oxocyclopentyl)ethyl]cyclohexa-2,5-diene-1-carboxylate

Guidance literature:: methyl (2R)-1-[2-(2-hydroxy-1-methylcyclopentyl)-ethyl]cyclohexa-2,5-diene-1-carboxylate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃;

With triethylamine;
DOI:10.1016/S0040-4039(02)00570-1

Reference yield:

: 30889-20-4
methyl cyclohexa-2,5-diene-1-carboxylate

: 467242-40-6
methyl (1R)-1-[2-(1-methyl-2-oxocyclopentyl)ethyl]cyclohexa-2,5-diene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 83 percent / DMPU / tetrahydrofuran / -78 - 50 °C

2.1: 78 percent / n-tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

3.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

3.2: 95 percent / Et₃N / CH₂Cl₂ / 8 h / 20 °C

With n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 3.1: Swern oxidation;
DOI:10.1002/ejoc.200600429

Reference yield:

: 7424-82-0,99031-95-5,94089-46-0
methyl (1R)-3-(1-methyl-2-oxocyclopentyl)propanoate

: 467242-40-6
methyl (1R)-1-[2-(1-methyl-2-oxocyclopentyl)ethyl]cyclohexa-2,5-diene-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / potassium hydroxide / methanol / 16 h / 20 °C

2.1: 84 percent / iodine; Pb(OAc)4 / CCl₄ / 1 h / 80 °C / Irradiation

3.1: 65 percent / NaBH₄ / ethanol / 3 h / 20 °C

4.1: 96 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

5.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

5.2: 83 percent / DMPU / tetrahydrofuran / -78 - 50 °C

6.1: 78 percent / n-tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

7.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

7.2: 95 percent / Et₃N / CH₂Cl₂ / 8 h / 20 °C

With 1H-imidazole; lead(IV) acetate; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; iodine; dimethyl sulfoxide; diisopropylamine; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; hexane; dichloromethane; 2.1: Barton-Koch reaction / 7.1: Swern oxidation;
DOI:10.1002/ejoc.200600429