(R)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl ester

Base Information

• Chemical Name: (R)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl ester
• CAS No.: 130209-42-6
• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.402
• Mol file: 130209-42-6.mol

Synonyms:(R)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl ester

Chemical Property of (R)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl ester

There total 3 articles about (R)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl 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:

ibuprofen (15687-27-1,58560-75-1) → (R)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl ester (130209-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / SOCl₂, DMF / heptane / 50 - 55 °C

2: trimethylamine / 25 °C

3: 2.) 3-(dimethylamino)propylamine / 1.) heptane, -78 deg C, 2.) 25 deg C

With thionyl chloride; 1-amino-3-(dimethylamino)propane; N,N-dimethyl-formamide; trimethylamine; In n-heptane;

DOI:10.1021/ja00201a075

Reference yield:

(S)-Ethyl lactate (687-47-8) + ibuprofen (15687-27-1,58560-75-1) → (S)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl ester (123054-42-2) + (R)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl ester (130209-42-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In toluene; at 0 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(02)00792-X

Reference yield:

(+/-)-2-(4-isobutylphenyl)propanoyl chloride (71381-91-4,114978-05-1,115588-20-0,34715-60-1) → (R)-2-(4-Isobutyl-phenyl)-propionic acid (S)-1-ethoxycarbonyl-ethyl ester (130209-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylamine / 25 °C

2: 2.) 3-(dimethylamino)propylamine / 1.) heptane, -78 deg C, 2.) 25 deg C

With 1-amino-3-(dimethylamino)propane; trimethylamine;

DOI:10.1021/ja00201a075

upstream raw materials:

(S)-Ethyl lactate

ibuprofen

(+/-)-2-(4-isobutylphenyl)propanoyl chloride

Downstream raw materials:

(S)-ibuprofen

(R)-ibuprofene