2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: 2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 249739-65-9
• Molecular Formula: C₂₆H₃₀O₄
• Molecular Weight: 406.522
• Mol file: 249739-65-9.mol

Synonyms:2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property of 2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 4 articles about 2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl 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:

ethyl oxalylchloride (17118-74-0) + exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-ol (221099-71-4) → 2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (249739-65-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/jo9902188

Reference yield:

(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester (125637-45-8) → 2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (249739-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / tetrahydrofuran / 0.5 h / 0 °C

2: 95 percent / LAH / tetrahydrofuran / 0.5 h / -78 °C

3: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Grignard reaction / 2: Reduction / 3: Esterification;

DOI:10.1021/jo9902188

Reference yield:

phenylmagnesium bromide → 2-Oxo-butyric acid (1S,2R,4R)-1-(hydroxy-diphenyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (249739-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / tetrahydrofuran / 0.5 h / 0 °C

2: 95 percent / LAH / tetrahydrofuran / 0.5 h / -78 °C

3: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Grignard reaction / 2: Reduction / 3: Esterification;

DOI:10.1021/jo9902188

upstream raw materials:

ethyl oxalylchloride

exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-ol

(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester

exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-one