(5R)- 5-Methyl-2-Pyrrolidinone

Base Information

• Chemical Name: (5R)- 5-Methyl-2-Pyrrolidinone
• CAS No.: 21395-93-7
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Mol file: 21395-93-7.mol

Synonyms:(R)-5-methyl-2-pyrrolidone;(R)-5-methyl-2-oxopyrrolidine;(R)-5-Methylpyrrolidin-2-one;(R)-5-methyl-2-pyrrolidinone;(5R)-5-methylpyrrolidin-2-one;5(R)-Methyl-2-pyrrolidinone;

Chemical Property of (5R)- 5-Methyl-2-Pyrrolidinone

Chemical Property:

• Boiling Point: 90 °C(Press: 1.8 Torr)
• PKA: 16.68±0.40(Predicted)
• PSA: 29.10000
• Density: 0.979±0.06 g/cm3(Predicted)
• LogP: 0.61370

Purity/Quality:

97% ^*data from raw suppliers

(5R)-5-methyl-2-Pyrrolidinone 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5R)- 5-Methyl-2-Pyrrolidinone

There total 2 articles about (5R)- 5-Methyl-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:

(S)-Pyroglutaminol (17342-08-4) → (R)-(+)-5-methyl-2-pyrrolidinon (21395-93-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Et₃N; DMAP / CH₂Cl₂ / 17 h / 20 °C

2.1: 3.66 g / NaI / acetonitrile / 4 h / Heating

3.1: Zn / N,N-dimethyl-acetamide / 0 °C

3.2: H₂O / N,N-dimethyl-acetamide

With dmap; triethylamine; sodium iodide; zinc; In dichloromethane; N,N-dimethyl acetamide; acetonitrile;

DOI:10.1039/b601996j

Reference yield:

(-)-(S)-5-iodomethyl-2-pyrrolidinone (29266-73-7) + benzoyl chloride (98-88-4) → (S)-5-(2-oxo-2-phenyl-ethyl)-pyrrolidine-2-one + (R)-1-benzoyl-5-methylpyrrolidin-2-one + (R)-(+)-5-methyl-2-pyrrolidinon (21395-93-7)

Guidance literature:

(-)-(S)-5-iodomethyl-2-pyrrolidinone; With zinc; In tetrahydrofuran; N,N-dimethyl acetamide; at 0 ℃;

In tetrahydrofuran; N,N-dimethyl acetamide; at 0 ℃;

benzoyl chloride; In tetrahydrofuran; N,N-dimethyl acetamide; Further stages. Title compound not separated from byproducts.;

DOI:10.1039/b601996j

Reference yield: 94.0%

methyl α-(p-nitrophenyl)-α-isocyanoacetate (939047-03-7) + (R)-(+)-5-methyl-2-pyrrolidinon (21395-93-7) → methyl (1R,5R,7aS)-methyl-1-(4-nitrophenyl)-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazole-1-carboxylate

Guidance literature:

R-(+)-5-methyl-2-pyrrolidinone; With Schwartz's reagent; In tetrahydrofuran; at -25 - 20 ℃; for 0.5h;

methyl α-(p-nitrophenyl)-α-isocyanoacetate; With triethylamine; zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 2h; chemoselective reaction;

DOI:10.1021/acs.joc.7b01768

upstream raw materials:

(-)-(S)-5-iodomethyl-2-pyrrolidinone

benzoyl chloride

(S)-Pyroglutaminol

Downstream raw materials:

(+)-AKS 19

(R)-N-(2-oxo-2-phenylethanoyl)-5-methyl-2-oxopyrrolidine

(3R)-(4-phenoxybutyl)-3-methylindolizidine

(2S,5R)-1-(Carbobenzyloxy)-2-(1-oxopropyl)-5-methylpyrrolidine