(3RS,5S)-1-Methyl-3-(phenylseleno)-5-(3-pyridyl)-2-pyrrolidinone

Base Information

• Chemical Name: (3RS,5S)-1-Methyl-3-(phenylseleno)-5-(3-pyridyl)-2-pyrrolidinone
• CAS No.: 84960-83-8
• Molecular Formula: C₁₆H₁₆N₂OSe
• Molecular Weight: 331.276
• Mol file: 84960-83-8.mol

Synonyms:

Chemical Property of (3RS,5S)-1-Methyl-3-(phenylseleno)-5-(3-pyridyl)-2-pyrrolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3RS,5S)-1-Methyl-3-(phenylseleno)-5-(3-pyridyl)-2-pyrrolidinone

There total 1 articles about (3RS,5S)-1-Methyl-3-(phenylseleno)-5-(3-pyridyl)-2-pyrrolidinone 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:

Phenylselenyl chloride (5707-04-0) + cotinine (486-56-6) → (3RS,5S)-1-Methyl-3-(phenylseleno)-5-(3-pyridyl)-2-pyrrolidinone (84960-83-8,84960-84-9,122761-04-0)

Guidance literature:

With n-butyllithium; diisopropylamine; Yield given. Multistep reaction; 1.) THF, hexane, -70 deg C, 20 min.; 2.) -70 deg C, 30 min.; 0 deg C, 30 min.;

DOI:10.1021/jo00157a029

Reference yield: 59.0%

(3RS,5S)-1-Methyl-3-(phenylseleno)-5-(3-pyridyl)-2-pyrrolidinone (84960-83-8,84960-84-9,122761-04-0) → (2'S,4'RS)-4'-Phenylselenonicotine (84960-85-0,84960-86-1)

Guidance literature:

With borane; In tetrahydrofuran; for 17h; Heating;

DOI:10.1021/jo00157a029

Reference yield:

(3RS,5S)-1-Methyl-3-(phenylseleno)-5-(3-pyridyl)-2-pyrrolidinone (84960-83-8,84960-84-9,122761-04-0) → nicotin (54-11-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 59 percent / borane / tetrahydrofuran / 17 h / Heating

2: 45 percent / 30percent H₂O₂ / tetrahydrofuran / 1.)0 deg C, 30 min.; 2.) room temp., 1.5 h

3: hydrogen / Pt/C / ethanol / 20 h / 2585.7 Torr

With borane; hydrogen; dihydrogen peroxide; platinum on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jo00157a029

upstream raw materials:

Phenylselenyl chloride

cotinine

Downstream raw materials:

(2'S,4'RS)-4'-Phenylselenonicotine

nicotirine

nicotin

Refernces