(S)-(-)-1-BENZYL-3-ACETAMIDOPYRROLIDINE

Base Information

• Chemical Name: (S)-(-)-1-BENZYL-3-ACETAMIDOPYRROLIDINE
• CAS No.: 114636-30-5
• Molecular Formula: C13H18N2O
• Molecular Weight: 218.299
• Hs Code.: 2933990090
• Mol file: 114636-30-5.mol

Synonyms:Acetamide,N-[1-(phenylmethyl)-3-pyrrolidinyl]-, (S)-;(3S)-(-)-1-Benzyl-3-acetamidopyrrolidine;

Chemical Property of (S)-(-)-1-BENZYL-3-ACETAMIDOPYRROLIDINE

Chemical Property:

• Appearance/Colour: white or cream-colored solid
• Vapor Pressure: 3.33E-06mmHg at 25°C
• Melting Point: 44-46 °C
• Refractive Index: 1.566
• Boiling Point: 387.3 °C at 760 mmHg
• Flash Point: 188 °C
• PSA: 32.34000
• Density: 1.1 g/cm³
• LogP: 1.72580

Purity/Quality:

97% ^*data from raw suppliers

(S)-N-(1-Benzylpyrrolidin-3-yl)acetamide 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-(-)-1-BENZYL-3-ACETAMIDOPYRROLIDINE

There total 5 articles about (S)-(-)-1-BENZYL-3-ACETAMIDOPYRROLIDINE 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:

(R)-N-benzyl-3-hydroxypyrrolidine (101385-90-4,101930-07-8,101979-03-7,775-15-5) → (S)-(-)-1-benzyl-3-acetylaminopyrrolidine (114636-30-5,28506-01-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / triethylamine / CH₂Cl₂ / 1.) 0 deg C, 20 min, 2.) room temperature, 1.5 h

2: 87 percent / tetra-n-butylammonium azide / acetonitrile / 1 h / 65 °C

3: 1.) hydrogen, 2.) pyridine, triethylamine / 1.) methanol, 4 atm, room temperature, 4 h, 2.) room temperature, 16 h

With pyridine; hydrogen; tetrabutylammoniun azide; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/jm00403a017

Reference yield:

(R)-3-methanesulfonyloxy-1-(phenylmethyl)-pyrrolidine (114715-35-4) → (S)-(-)-1-benzyl-3-acetylaminopyrrolidine (114636-30-5,28506-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / tetra-n-butylammonium azide / acetonitrile / 1 h / 65 °C

2: 1.) hydrogen, 2.) pyridine, triethylamine / 1.) methanol, 4 atm, room temperature, 4 h, 2.) room temperature, 16 h

With pyridine; hydrogen; tetrabutylammoniun azide; triethylamine; In acetonitrile;

DOI:10.1021/jm00403a017

Reference yield:

(S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine (131852-53-4) → (S)-(-)-1-benzyl-3-acetylaminopyrrolidine (114636-30-5,28506-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: CF₃CO₂H / CH₂Cl₂

2: pyridine

With pyridine; trifluoroacetic acid; In dichloromethane;

DOI:10.1080/00397919808004949

upstream raw materials:

acetic anhydride

(3S)-3-azido-1-(phenylmethyl)pyrrolidine

(3S)-1-benzyl-3-pyrrolidinamine

(S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine

Refernces

• 1、 Rosen, Terry,Chu, Daniel T. W.,Lico, Isabella M.,Fernandes, Prabhavathi B.,Shen, Linus,et al.. "Asymmetric Synthesis and Properties of the Enantiomers of the Antibacterial Agent 7-(3-Aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic Acid Hydrochloride". . p. 1586 - 1590. Retrieved 2007/10/02.