(R)-2-m-Tolyl-propionicacid

Base Information

• Chemical Name: (R)-2-m-Tolyl-propionicacid
• CAS No.: 213406-28-1
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.204
• Mol file: 213406-28-1.mol

Synonyms:

Chemical Property of (R)-2-m-Tolyl-propionicacid

Chemical Property:

• Boiling Point: 274.9±9.0 °C(Predicted)
• PKA: 4.35±0.10(Predicted)
• Density: 1.091±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

(R)-2-m-Tolyl-propionicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-m-Tolyl-propionicacid

There total 28 articles about (R)-2-m-Tolyl-propionicacid 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%

m-methylphenylacetic acid (621-36-3) + methyl iodide (74-88-4) → 2-(3-methylphenyl)propanoic acid (73721-06-9,213406-28-1,601472-22-4)

Guidance literature:

m-methylphenylacetic acid; With lithium diisopropyl amide; In tetrahydrofuran; at -20 - -10 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -20 - 0 ℃; for 0.5h; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 94.0%

3-methylstyrene (100-80-1) + carbon monoxide (201230-82-2) → (S)-2-(3-methylphenyl)propionic acid (213406-28-1,601472-22-4)

Guidance literature:

With water; hydrogen iodide; C₅₂H₅₂NO₃P; palladium dichloride; In tetrahydrofuran; at 20 ℃; for 72h; under 34202.3 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/anie.202107856

Reference yield: 93.0%

3-methylstyrene (100-80-1) + carbon dioxide (124-38-9,18923-20-1) → 2-(3-methylphenyl)propanoic acid (73721-06-9,213406-28-1,601472-22-4)

Guidance literature:

3-methylstyrene; With N-(2,6-diisopropylphenyl)-N-((1E)-1-(6-[(1E)-N-(2,6-diisopropylphenyl)ethanimidoyl]pyridin-2-yl)ethylidene)amine; ethylmagnesium bromide; iron(II) chloride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 2h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; diethyl ether; for 0.5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja3045053

upstream raw materials:

sulfuric acid

3,6-dimethyl-cyclohepta-1,3,6-trienecarboxylic acid

2,5-dimethyl-norcara-2,4-diene-7-carboxylic acid amide

m-methylphenylacetic acid

Downstream raw materials:

(1R)-1-(3-methylphenyl)ethan-1-amine

N-methoxy-N-methyl-2-(3-methylphenyl)propanamide

2-(3-methylphenyl)-N-(4-(2-methyl-4-pyridinyl)phenyl)propanamide

C₁₈H₂₄N₂O₅

Refernces

• 1、 Chen, Shuming,Gao, Anthony Z.,Ivlev, Sergei I.,Meggers, Eric,Nie, Xin,Ye, Chen-Xi,Zhang, Chenhao. "Catalytic α-Deracemization of Ketones Enabled by Photoredox Deprotonation and Enantioselective Protonation". supporting information. p. 13393 - 13400. Retrieved 2021/09/03.
• 2、 Mandrelli, Francesca,Blond, Aurélie,James, Thomas,Kim, Hyejin,List, Benjamin. "Deracemizing α-Branched Carboxylic Acids by Catalytic Asymmetric Protonation of Bis-Silyl Ketene Acetals with Water or Methanol". supporting information. p. 11479 - 11482. Retrieved 2019/07/18.