(S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid
• CAS No.: 2752-38-7
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.267
• Hs Code.: 2933990090
• European Community (EC) Number: 928-037-6
• Nikkaji Number: J420.774B
• ChEMBL ID: CHEMBL242863
• Mol file: 2752-38-7.mol

Synonyms:1-(phenylacetyl)-l-proline;2752-38-7;(S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid;(2S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid;N-phenylacetylproline;N -phenylacetylproline;N-phenylacetyl-proline;n-phenylacetyl-l-proline;SCHEMBL474618;CHEMBL242863;AKOS015840706;CS-0216693;F21113;EN300-12884391;(S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylicacid;A1-15388

Chemical Property of (S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.28E-09mmHg at 25°C
• PSA: 57.61000
• LogP: 1.24260
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 233.10519334
• Heavy Atom Count: 17
• Complexity: 297

Purity/Quality:

99.9% ^*data from raw suppliers

1-(Phenylacetyl)-L-proline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)CC2=CC=CC=C2)C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)CC2=CC=CC=C2)C(=O)O

Technology Process of (S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid

There total 16 articles about (S)-1-(2-phenylacetyl)pyrrolidine-2-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: 98.5%

phenylacetyl chloride (103-80-0) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid (2752-38-7)

Guidance literature:

With tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; In benzene; at 0 - 80 ℃; for 9h; Temperature; Reagent/catalyst; Solvent;

Reference yield: 98.0%

(S)-1-phenylacetyl-pyrrolidine-2-carboxylic acid benzyl ester (88105-65-1) → (S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid (2752-38-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h; under 1551.4 Torr;

DOI:10.1021/jm00378a005

Reference yield: 64.0%

(2S)-1-(phenylacetyl)pyrrolidine-2-carboxylic acid methyl ester (78348-56-8) → (S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid (2752-38-7)

Guidance literature:

(2S)-1-(phenylacetyl)pyrrolidine-2-carboxylic acid methyl ester; With water; lithium hydroxide; In tetrahydrofuran; at 50 ℃;

With hydrogenchloride; In tetrahydrofuran; water;

upstream raw materials:

phenylacetyl chloride

L-proline

(S)-1-phenylacetyl-pyrrolidine-2-carboxylic acid benzyl ester

phenylacetic acid

Downstream raw materials:

(S)-1-Phenylacetyl-pyrrolidine-2-carboxylic acid 2-benzyloxycarbonyl-phenyl ester

N-(phenylacetyl)-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine methyl ester

1-[1-(phenylacetyl)-2-pyrrolidinyl]acetone

N-2-phenylpropionyl-L-proline