(2R)-2-(4-methylphenyl)propanoic acid

Base Information

• Chemical Name: (2R)-2-(4-methylphenyl)propanoic acid
• CAS No.: 124709-71-3
• Molecular Formula: C10H12 O2
• Molecular Weight: 164.204
• Hs Code.: 2918300090
• UNII: OMA94K4690
• Nikkaji Number: J1.257.717F
• Wikidata: Q27285730
• Mol file: 124709-71-3.mol

Synonyms:(2R)-2-(4-methylphenyl)propanoic acid;124709-71-3;2-(4-Methylphenyl)propionic acid, (R)-;(R)-2-(p-Tolyl)propanoic acid;UNII-OMA94K4690;Benzeneacetic acid, -alpha-,4-dimethyl-, (-alpha-R)- (9CI);OMA94K4690;Benzeneacetic acid, alpha,4-dimethyl-, (R)-;Benzeneacetic acid, alpha,4-dimethyl-, (alphaR)-;SCHEMBL3093415;(R)-2-(p-Tolyl)propanoicacid;MFCD07367009;AKOS026675947;(R)-2-(4-Methylphenyl)propanoic acid;(R)-2-(4-methylphenyl)propionic acid;TS-03572;EN300-717290;Y11047;Q27285730;BENZENEACETIC ACID, .ALPHA.,4-DIMETHYL-, (R)-;BENZENEACETIC ACID, .ALPHA.,4-DIMETHYL-, (.ALPHA.R)-

Chemical Property of (2R)-2-(4-methylphenyl)propanoic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.18310
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

(2R)-2-(4-METHYLPHENYL)PROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2R)-2-(4-methylphenyl)propanoic acid

There total 30 articles about (2R)-2-(4-methylphenyl)propanoic acid 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%

(R)-(-)-2-(4'-methylphenyl)propionamide (151061-74-4) → R-(-)-2-(4'-methylphenyl)-propanoic acid (124709-71-3)

Guidance literature:

With hydrogen cation; for 1h; Heating;

DOI:10.1016/S0957-4166(00)80215-3

Reference yield:

2-p-tolyl-propionic acid 4-nitro-phenyl ester → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + R-(-)-2-(4'-methylphenyl)-propanoic acid (124709-71-3)

Guidance literature:

With Candida antarctica lipase A Phe₁₄₉Tyr/Ile₁₅₀Asn/Phe₂₃₃Gly; In acetonitrile; at 20 ℃; for 0.1h; optical yield given as %ee; enantioselective reaction; aq. phosphate buffer; aq. buffer; Enzymatic reaction;

DOI:10.1021/ja100593j

Reference yield:

2-p-tolyl-propionic acid 4-nitro-phenyl ester → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + R-(-)-2-(4'-methylphenyl)-propanoic acid (124709-71-3) + (S)-(+)-2-(4'-methylphenyl)propanoic acid (124709-72-4)

Guidance literature:

With Candida antarctica lipase A wild type; In acetonitrile; at 20 ℃; for 4h; optical yield given as %ee; enantioselective reaction; aq. phosphate buffer; aq. buffer; Enzymatic reaction;

DOI:10.1021/ja100593j

upstream raw materials:

(R)-(+)-2-(4-methylphenyl)propanol

α-methyl-α-(p-methylphenyl)malonic acid

(R)-(-)-2-(4'-methylphenyl)propionamide

2-(1-chloro-2-p-tolyl-propyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Downstream raw materials:

(R)-4'-methyl-1-phenylethylamine

(R)-(+)-2-(4-methylphenyl)propanol

Refernces

• 1、 Iwamoto, Takahiro,Okuzono, Chiemi,Adak, Laksmikanta,Jin, Masayoshi,Nakamura, Masaharu. "Iron-catalysed enantioselective Suzuki-Miyaura coupling of racemic alkyl bromides". supporting information. p. 1128 - 1131. Retrieved 2019/01/28.
• 2、 Miles, Kelsey C.,Abrams, M. Leigh,Landis, Clark R.,Stahl, Shannon S.. "KetoABNO/NOx Cocatalytic Aerobic Oxidation of Aldehydes to Carboxylic Acids and Access to α-Chiral Carboxylic Acids via Sequential Asymmetric Hydroformylation/Oxidation". supporting information. p. 3590 - 3593. Retrieved 2016/08/16.