L-Proline, 1-(1-oxo-3-phenylpropyl)-

Base Information

• Chemical Name: L-Proline, 1-(1-oxo-3-phenylpropyl)-
• CAS No.: 73030-06-5
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• DSSTox Substance ID: DTXSID70438614
• Nikkaji Number: J420.773D
• Wikidata: Q82254407
• Mol file: 73030-06-5.mol

Synonyms:L-Proline, 1-(1-oxo-3-phenylpropyl)-;73030-06-5;phenylpropionylproline;(2S)-1-(3-phenylpropanoyl)pyrrolidine-2-carboxylic Acid;SCHEMBL5742165;DTXSID70438614;N-(3-phenylpropionyl)-L-proline;1-(3-Phenylpropionyl)-L-proline;YQFFDJLZZJRSFG-LBPRGKRZSA-N;N-(3-phenylpropionyl)- L-proline;AKOS026859397

Chemical Property of L-Proline, 1-(1-oxo-3-phenylpropyl)-

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 310

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)CCC2=CC=CC=C2)C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)CCC2=CC=CC=C2)C(=O)O

Technology Process of L-Proline, 1-(1-oxo-3-phenylpropyl)-

There total 10 articles about L-Proline, 1-(1-oxo-3-phenylpropyl)- 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%

(S)-1-(3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid benzyl ester (88105-74-2) → N-(1'-oxo-3'-phenylpropyl)pyrrolidine-2-carboxylic acid (73030-06-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 3102.9 Torr;

DOI:10.1021/jm00369a017

Reference yield: 85.0%

hydrocinnamic acid chloride (645-45-4) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-(1'-oxo-3'-phenylpropyl)pyrrolidine-2-carboxylic acid (73030-06-5)

Guidance literature:

With sodium hydroxide; at 0 ℃; for 1h;

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → N-(1'-oxo-3'-phenylpropyl)pyrrolidine-2-carboxylic acid (73030-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / DMAP, DCC / CH₂Cl₂ / 3 h

2: 78 percent / H₂ / 10percent Pd/C / methanol / 3 h / 1551.4 Torr

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00378a005

upstream raw materials:

(S)-1-(3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid benzyl ester

hydrocinnamic acid chloride

L-proline

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

Downstream raw materials:

3-Phenylpropionyl-Pro-pyrrolidine

3-phenyl-1-pyrrolidin-1-yl-propane-1-one