2-Pyrrolidinone, 4-(hydroxymethyl)-1-[(1S)-1-phenylethyl]-, (4S)-

Base Information

• Chemical Name: 2-Pyrrolidinone, 4-(hydroxymethyl)-1-[(1S)-1-phenylethyl]-, (4S)-
• CAS No.: 188641-35-2
• Molecular Formula: C13H17NO2
• Molecular Weight: 219.283
• DSSTox Substance ID: DTXSID40446468
• Nikkaji Number: J1.971.413F
• Mol file: 188641-35-2.mol

Synonyms:188641-35-2;2-Pyrrolidinone, 4-(hydroxymethyl)-1-[(1S)-1-phenylethyl]-, (4S)-;(4S)-4-(hydroxymethyl)-1-[(1S)-1-phenylethyl]pyrrolidin-2-one;SCHEMBL576462;DTXSID40446468;REDSEXWGKAYROX-QWRGUYRKSA-N;A1-39581;(S)-4-(hydroxymethyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one;(S)-4-(hydroxymethyl)-1-((S)-1-phenylethyl) pyrrolidin-2-one;(4S)-1-[(alphaS)-alpha-Methylbenzyl]-4alpha-(hydroxymethyl)pyrrolidine-2-one

Chemical Property of 2-Pyrrolidinone, 4-(hydroxymethyl)-1-[(1S)-1-phenylethyl]-, (4S)-

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 219.125928785
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N2CC(CC2=O)CO
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)N2C[C@H](CC2=O)CO

Technology Process of 2-Pyrrolidinone, 4-(hydroxymethyl)-1-[(1S)-1-phenylethyl]-, (4S)-

There total 5 articles about 2-Pyrrolidinone, 4-(hydroxymethyl)-1-[(1S)-1-phenylethyl]-, (4S)- 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: 96.0%

(3S)-1-((S)-1-phenylethyl)-5-oxo-3-pyrrolidinecarboxylic acid (173340-19-7,96449-93-3,99735-44-1) → (4S,1'S)-4-hydroxymethyl-1-(1'-phenylethyl)pyrrolidin-2-one (188641-35-2)

Guidance literature:

(3S)-1-((S)-1-phenylethyl)-5-oxo-3-pyrrolidinecarboxylic acid; With dimethylsulfide borane complex; In tetrahydrofuran; at 5 - 25 ℃; for 5h;

With sodium hydrogencarbonate; In tetrahydrofuran;

Reference yield: 88.0%

(S)-5-Oxo-1-((S)-1-phenyl-ethyl)-pyrrolidine-3-carbaldehyde (173724-94-2) → (4S,1'S)-4-hydroxymethyl-1-(1'-phenylethyl)pyrrolidin-2-one (188641-35-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 3h;

DOI:10.1016/S0957-4166(96)00477-6

Reference yield: 87.0%

methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(S)-carboxylate (146348-14-3) → (4S,1'S)-4-hydroxymethyl-1-(1'-phenylethyl)pyrrolidin-2-one (188641-35-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -23 ℃; for 1h; Inert atmosphere;

DOI:10.1007/s00726-015-2100-4

upstream raw materials:

(S)-5-Oxo-1-((S)-1-phenyl-ethyl)-pyrrolidine-3-carbaldehyde

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

(3S)-1-((S)-1-phenylethyl)-5-oxo-3-pyrrolidinecarboxylic acid

methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(S)-carboxylate

Downstream raw materials:

Methanesulfonic acid (S)-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-ylmethyl ester

(S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one

(S)-4-(chloromethyl)-1-((S)-1-phenylethyl)pyrrolidine-2-one

(3S,4S,1'S)-1-(1'-phenylethyl)-3-methyl-4-triisopropylsilyloxymethylpyrrolidin-2-one