(2R,4R)-Ethyl 4-methyl-5-oxopyrrolidine-2-carboxylate

Base Information

• Chemical Name: (2R,4R)-Ethyl 4-methyl-5-oxopyrrolidine-2-carboxylate
• CAS No.: 118767-38-7
• Molecular Formula: C₈H₁₃NO₃
• Molecular Weight: 171.196
• DSSTox Substance ID: DTXSID10922769
• Wikidata: Q82896462
• Mol file: 118767-38-7.mol

Synonyms:(2R,4R)-Ethyl 4-methyl-5-oxopyrrolidine-2-carboxylate;1932265-23-0;DTXSID10922769;Ethyl 5-hydroxy-4-methyl-3,4-dihydro-2H-pyrrole-2-carboxylate;132153-53-8

Chemical Property of (2R,4R)-Ethyl 4-methyl-5-oxopyrrolidine-2-carboxylate

Chemical Property:

• Melting Point: 55-57 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 120-126 °C(Press: 0.1 Torr)
• PKA: 14.82±0.60(Predicted)
• PSA: 55.40000
• Density: 1.101±0.06 g/cm3(Predicted)
• LogP: 0.40290
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 171.08954328
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

97% ^*data from raw suppliers

ETHYL-4-METHYLPYROGLUTAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC(C(=O)N1)C
• Isomeric SMILES: CCOC(=O)[C@H]1C[C@H](C(=O)N1)C

Technology Process of (2R,4R)-Ethyl 4-methyl-5-oxopyrrolidine-2-carboxylate

There total 3 articles about (2R,4R)-Ethyl 4-methyl-5-oxopyrrolidine-2-carboxylate 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:

3-methyl-5,5-dicarbethoxy-2-pyrrolidinone (86952-88-7) → 3-Methyl-5-ethoxycarbonyl-pyrrolidon-(2) (118767-38-7)

Guidance literature:

With sodium hydroxide; In ethanol;

Reference yield:

ethyl (allyl)(isocyano)acetate (166655-28-3) + 2-hydroxyethanethiol (60-24-2) → 3-Methyl-5-ethoxycarbonyl-pyrrolidon-(2) (118767-38-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In toluene; at 130 ℃; for 0.0833333h; microwave irradiation;

DOI:10.1016/S0040-4039(02)02888-5

Reference yield:

→ 3-Methyl-5-ethoxycarbonyl-pyrrolidon-(2) (118767-38-7)

Guidance literature:

entspr. 5-Carboxyverb., A. (HCl ges.) (20grad, 2d);

DOI:10.1021/jo01063a620

upstream raw materials:

ethyl (allyl)(isocyano)acetate

2-hydroxyethanethiol

3-methyl-5,5-dicarbethoxy-2-pyrrolidinone