Benzenebutanamide, N-[(2S)-2-pyrrolidinylmethyl]-

Base Information

• Chemical Name: Benzenebutanamide, N-[(2S)-2-pyrrolidinylmethyl]-
• CAS No.: 828928-54-7
• Molecular Formula: C15H22N2O
• Molecular Weight: 246.352
• DSSTox Substance ID: DTXSID60463571
• Wikidata: Q82288511
• Mol file: 828928-54-7.mol

Synonyms:828928-54-7;(S)-4-Phenyl-N-(pyrrolidin-2-ylmethyl)butanamide;Benzenebutanamide, N-[(2S)-2-pyrrolidinylmethyl]-;DTXSID60463571

Chemical Property of Benzenebutanamide, N-[(2S)-2-pyrrolidinylmethyl]-

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 246.173213330
• Heavy Atom Count: 18
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)CNC(=O)CCCC2=CC=CC=C2
• Isomeric SMILES: C1C[C@H](NC1)CNC(=O)CCCC2=CC=CC=C2

Technology Process of Benzenebutanamide, N-[(2S)-2-pyrrolidinylmethyl]-

There total 3 articles about Benzenebutanamide, N-[(2S)-2-pyrrolidinylmethyl]- 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:

(S)-2-[(4-phenylbutyrylamino)methyl]pyrrolidine-1-carboxylic acid tert-butyl ester (828928-50-3) → (S)-4-phenyl-N-1-pyrrolidin-2-ylmethylbutyramide (828928-54-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jm040084c

Reference yield:

4-Phenylbutyric acid (1821-12-1) → (S)-4-phenyl-N-1-pyrrolidin-2-ylmethylbutyramide (828928-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / N,N-diisopropylethylamine; EDCI; HOBT / CH₂Cl₂ / 16 h / 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm040084c

Reference yield:

(S)-2-(aminomethyl)pyrrolidine-1-carboxylic acid tert-butyl ester (119020-01-8) → (S)-4-phenyl-N-1-pyrrolidin-2-ylmethylbutyramide (828928-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / N,N-diisopropylethylamine; EDCI; HOBT / CH₂Cl₂ / 16 h / 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm040084c

upstream raw materials:

(S)-2-[(4-phenylbutyrylamino)methyl]pyrrolidine-1-carboxylic acid tert-butyl ester

4-Phenylbutyric acid

(S)-2-(aminomethyl)pyrrolidine-1-carboxylic acid tert-butyl ester