1-(4-carboxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic acid

Base Information

• Chemical Name: 1-(4-carboxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic acid
• CAS No.: 82924-29-6
• Molecular Formula: C₂₂H₂₃NO₅
• Molecular Weight: 381.428
• Mol file: 82924-29-6.mol

Synonyms:1-(4-carboxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic acid

Chemical Property of 1-(4-carboxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-carboxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic acid

There total 7 articles about 1-(4-carboxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic 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:

aqueous lithium hydroxide + 1-(4-carboethoxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic acid (82924-28-5) → 1-(4-carboxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic acid (82924-29-6)

Guidance literature:

In methanol; diethyl ether; sodium hydrogencarbonate;

Reference yield:

ethyl 1-(4-carboethoxy-4R-phenethylbutanoyl)-indoline-2S-carboxylate (82924-23-0) → 1-(4-carboxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic acid (82924-29-6)

Guidance literature:

With sodium hydroxide; In methanol; for 2h; Ambient temperature;

DOI:10.1021/jm00363a012

Reference yield:

phenylbutyric acid chloride (18496-54-3) → 1-(4-carboxy-4R-phenethylbutanoyl)-indoline-2S-carboxylic acid (82924-29-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / 1 N aq. NaOH / CH₂Cl₂ / a) 0 deg C, 4 h, b) RT, 1 h

2: 1.) lithium diisopropylamide / 1.) THF, 0 deg C, 30 min, 2.) THF, a) 0 deg C, 5 h, b) -15 deg C, 15 h

3: 10percent ethanolic sulfuric acid

5: triethylamine, 1-<3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / Ambient temperature

6: 1 N aq. NaOH / methanol / 2 h / Ambient temperature

With sodium hydroxide; sulfuric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium diisopropyl amide; In methanol; dichloromethane;

DOI:10.1021/jm00363a012

upstream raw materials:

ethyl 1-(4-carboethoxy-4R-phenethylbutanoyl)-indoline-2S-carboxylate

phenylbutyric acid chloride

ethyl 2R-allyl-4phenyl-butyrate

1-(4-phenylbutyryl)-L-prolinol