(R)-4-Methylpyrrolidin-2-one

Base Information

• Chemical Name: (R)-4-Methylpyrrolidin-2-one
• CAS No.: 260061-31-2
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• DSSTox Substance ID: DTXSID80460047
• Nikkaji Number: J1.246.813J
• Wikidata: Q82283958
• Mol file: 260061-31-2.mol

Synonyms:(R)-4-Methylpyrrolidin-2-one;260061-31-2;(4R)-4-Methylpyrrolidin-2-one;(4R)-4-Methyl-2-pyrrolidinone;2-Pyrrolidinone, 4-methyl-, (4R)-;DTXSID80460047;AMY35747;PS-19943;CS-0055121;EN300-176091;P15842;A934105

Chemical Property of (R)-4-Methylpyrrolidin-2-one

Chemical Property:

• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 90.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=O)NC1
• Isomeric SMILES: C[C@@H]1CC(=O)NC1

Technology Process of (R)-4-Methylpyrrolidin-2-one

There total 14 articles about (R)-4-Methylpyrrolidin-2-one 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: 97.0%

(4R)-4-methyl-2-oxopyrrolidine-3-carboxylic acid (1443453-36-8) → (R)-(+)-4-methylpyrrolidin-2-one (260061-31-2)

Guidance literature:

In toluene; for 1.5h; Reflux;

DOI:10.1134/S1070428013050047

Reference yield: 85.0%

(S)-4-isopropyl-3-[(R)-3-methyl-4-nitrobutanoyl]-5,5-diphenyloxazolidin-2-one (259857-38-0) → (R)-(+)-4-methylpyrrolidin-2-one (260061-31-2)

Guidance literature:

With hydrogen; nickel; In ethanol; ethyl acetate; at 20 ℃; for 16h; under 750.06 Torr;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2365::AID-HLCA2365>3.0.CO;2-#

Reference yield: 65.0%

(1'S,4R)-4-methyl-1-(1-phenyleth-1'-yl)pyrrolidin-2-one (162103-41-5) → (R)-(+)-4-methylpyrrolidin-2-one (260061-31-2)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; at -70 ℃;

DOI:10.1016/j.tet.2004.09.053

upstream raw materials:

(S)-4-isopropyl-3-[(R)-3-methyl-4-nitrobutanoyl]-5,5-diphenyloxazolidin-2-one

(2S,6R,7aS)-7a-(tert-butyldimethylsilyl)oxy-6-methyl-2-phenyltetrahydropyrrolo[2,1-b]oxazol-3-one

(2S,5S)-N-allyl-2-(tert-butyldimethylsilyl)oxy-2-bromomethyl-5-phenyl-1,3-oxazolidin-4-one

(1'S,4R)-4-methyl-1-(1-phenyleth-1'-yl)pyrrolidin-2-one

Downstream raw materials:

(R)-(+)-4-(tert-butoxycarbonyl)amino-3-methylbutanoic acid

(R)-3-methyl-4-aminobutyric acid