(R)-Ibuprofen methyl ester

Base Information

• Chemical Name: (R)-Ibuprofen methyl ester
• CAS No.: 81576-57-0
• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.312
• UNII: PM29F5L832
• DSSTox Substance ID: DTXSID601215935
• Nikkaji Number: J1.622.479K
• Wikidata: Q27286627
• Mol file: 81576-57-0.mol

Synonyms:81576-57-0;(R)-Ibuprofen methyl ester;methyl (2R)-2-[4-(2-methylpropyl)phenyl]propanoate;(-)-Ibuprofen methyl ester;Ibuprofen methyl ester, (R)-;Methyl (R)-(-)-2-(4-isobutylphenyl)propionate;UNII-PM29F5L832;Methyl (-)-2-(4-isobutylphenyl)propionate;Methyl (R)-2-(4-(isobutylphenyl)propanoate;PM29F5L832;Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-, methyl ester, (R)-;Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-, methyl ester, (alphaR)-;r-ibuprofen methyl ester;SCHEMBL9086058;YNZYUHPFNYBBFF-LLVKDONJSA-N;DTXSID601215935;AKOS025393514;PS-7856;methyl (r) (-) 2-(4'-isobutylphenyl)-propionate;methyl(2R)-2-[4-(2-methylpropyl)phenyl]propanoate;(R)-2-(4-Isobutylphenyl)propanoic acid methyl ester;Q27286627;Methyl (alphaR)-alpha-methyl-4-(2-methylpropyl)benzeneacetate;BENZENEACETIC ACID, .ALPHA.-METHYL-4-(2-METHYLPROPYL)-, METHYL ESTER, (.ALPHA.R)-;BENZENEACETIC ACID, .ALPHA.-METHYL-4-(2-METHYLPROPYL)-, METHYL ESTER, (R)-

Chemical Property of (R)-Ibuprofen methyl ester

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 220.146329876
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)C(C)C(=O)OC
• Isomeric SMILES: C[C@H](C1=CC=C(C=C1)CC(C)C)C(=O)OC

Technology Process of (R)-Ibuprofen methyl ester

There total 34 articles about (R)-Ibuprofen 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: 100.0%

methanol (67-56-1) + (R)-ibuprofene (51146-57-7,58560-75-1) → (R)-ibuprofen methyl ester (81576-57-0)

Guidance literature:

With sulfuric acid; at 20 ℃;

DOI:10.1021/jm049082i

Reference yield: 85.0%

methyl 2-(4-isobutylphenyl)acrylate (67511-12-0) → (S)-(+)-methyl 2-(4-isobutylphenyl)propionate (81576-55-8) + (R)-ibuprofen methyl ester (81576-57-0)

Guidance literature:

With C₄₄H₆₀O₂P₂; copper(II) acetate monohydrate; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; for 2h; Inert atmosphere;

Reference yield:

(+/-)-ibuprofen methyl ester (61566-34-5) → (S)-ibuprofen (51146-56-6,58560-75-1) + (R)-ibuprofen methyl ester (81576-57-0)

Guidance literature:

With Candida rugosa lipase immobilized on octyl sepharose; In aq. phosphate buffer; hexane; at 30 ℃; for 72h; pH=7; Solvent; Temperature; Concentration; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.molcatb.2014.03.005

upstream raw materials:

diazomethane

2-(4-isobutylphenyl)propanenitrile

methanol

(R)-ibuprofene

Downstream raw materials:

(2R)-2-<4-(2-methylpropyl)phenyl>propan-1-ol

(2R)-2-<4-(2-Methylpropyl)phenyl>propanal

(4R)-2-<(1R)-1-(4-(2-Methylpropyl)phenyl)ethyl>thiazolidine-4-carboxylic Acid

(R) (-)-dimethyl-3-(4-isobutylphenyl)-2-oxobutan-1-phosphonate