N-[(S)-1-Phenylethyl]-5-oxopyrrolidine-2alpha-carboxamide

Base Information

• Chemical Name: N-[(S)-1-Phenylethyl]-5-oxopyrrolidine-2alpha-carboxamide
• CAS No.: 261951-62-6
• Molecular Formula: C₁₃H₁₆N₂O₂
• Molecular Weight: 232.282
• DSSTox Substance ID: DTXSID501191596
• Nikkaji Number: J1.197.319A
• ChEMBL ID: CHEMBL4637394

Synonyms:CHEMBL4637394;DTXSID501191596;N-[(S)-1-Phenylethyl]-5-oxopyrrolidine-2alpha-carboxamide;(2S)-5-Oxo-N-[(1S)-1-phenylethyl]-2-pyrrolidinecarboxamide;261951-62-6

Chemical Property of N-[(S)-1-Phenylethyl]-5-oxopyrrolidine-2alpha-carboxamide

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 232.121177757
• Heavy Atom Count: 17
• Complexity: 298

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NC(=O)C2CCC(=O)N2
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)NC(=O)[C@@H]2CCC(=O)N2

Technology Process of N-[(S)-1-Phenylethyl]-5-oxopyrrolidine-2alpha-carboxamide

There total 5 articles about N-[(S)-1-Phenylethyl]-5-oxopyrrolidine-2alpha-carboxamide 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: 84.0%

(S)-1-phenyl-ethylamine (2627-86-3) + (S,S)-1,7-diazatricyclo[7.3.0.07,11]dodecane-2,6,8,12-tetrone (14842-41-2) → (S)-N-((S)-1-phenylethyl)-5-oxopyrrolidine-2-carboxamide (261951-62-6)

Guidance literature:

In chloroform; for 15h;

DOI:10.1021/jo0160928

Reference yield: 83.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + (S)-1-phenyl-ethylamine (2627-86-3) → (S)-N-((S)-1-phenylethyl)-5-oxopyrrolidine-2-carboxamide (261951-62-6)

Guidance literature:

at 20 - 150 ℃; In air;

DOI:10.1016/j.poly.2010.11.002

Reference yield: 81.7%

(S)-1-phenyl-ethylamine (2627-86-3) + (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octane-4,8-dione (511543-55-8) → (S)-N-((S)-1-phenylethyl)-5-oxopyrrolidine-2-carboxamide (261951-62-6)

Guidance literature:

In toluene; for 2h; Heating;

DOI:10.1016/j.tetasy.2007.07.012

upstream raw materials:

(S)-1-phenyl-ethylamine

(S,S)-1,7-diazatricyclo[7.3.0.0^7,11]dodecane-2,6,8,12-tetrone

L-Pyroglutamic acid

(2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octane-4,8-dione

Downstream raw materials:

(S)-1-phenylethyl((S)-pyrrolidin-2-ylmethyl)amine

(2S)-pyrrolidine-2-carboxylic acid N-((1S)-1-phenyl-ethyl)-amide

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