4-Imidazolidinecarboxylic acid, 1-methyl-2-oxo-, methyl ester, (S)-

Base Information

• Chemical Name: 4-Imidazolidinecarboxylic acid, 1-methyl-2-oxo-, methyl ester, (S)-
• CAS No.: 168399-09-5
• Molecular Formula: C₆H₁₀N₂O₃
• Molecular Weight: 158.157
• DSSTox Substance ID: DTXSID70443324
• Wikidata: Q82261080
• Mol file: 168399-09-5.mol

Synonyms:168399-09-5;methyl (4S)-1-methyl-2-oxoimidazolidine-4-carboxylate;4-IMIDAZOLIDINECARBOXYLIC ACID, 1-METHYL-2-OXO-, METHYL ESTER, (S)-;4-Imidazolidinecarboxylicacid,1-methyl-2-oxo-,methylester,(S)-(9CI);(S)-Methyl 1-methyl-2-oxoimidazolidine-4-carboxylate;4-Imidazolidinecarboxylic acid, 1-methyl-2-oxo-, methyl ester, (4S)-;SCHEMBL8231725;DTXSID70443324;FJANCGJMRIFZAV-BYPYZUCNSA-N;AKOS026715828;(S)-Methyl1-methyl-2-oxoimidazolidine-4-carboxylate;methyl (S)-1-methyl-2-oxoimidazolidine-4-carboxylate;F2147-2420;4-imidazolidinecarboxylic acid,1-methyl-2-oxo-,methyl ester,(s)-

Chemical Property of 4-Imidazolidinecarboxylic acid, 1-methyl-2-oxo-, methyl ester, (S)-

Chemical Property:

• Boiling Point: 336.0±31.0 °C(Predicted)
• PKA: 12.43±0.40(Predicted)
• PSA: 58.64000
• Density: 1.217±0.06 g/cm3(Predicted)
• LogP: -0.55030
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 158.06914219
• Heavy Atom Count: 11
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(NC1=O)C(=O)OC
• Isomeric SMILES: CN1C[C@H](NC1=O)C(=O)OC

Technology Process of 4-Imidazolidinecarboxylic acid, 1-methyl-2-oxo-, methyl ester, (S)-

There total 4 articles about 4-Imidazolidinecarboxylic acid, 1-methyl-2-oxo-, methyl ester, (S)- 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: 90.0%

Methyl (4S)-3-<(benzyloxy)carbonyl>-1-methyl-2-oxoimidazolidine-4-carboxylate (90242-55-0) → Methyl (4S)-1-Methyl-2-oxoimidazolidine-4-carboxylate (168399-09-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h; Ambient temperature;

DOI:10.1021/jo00126a029

Reference yield:

methyl 3-benzyloxycarbonyl-2-oxo-imidazolidine-4(S)-carboxylate (168399-08-4) → Methyl (4S)-1-Methyl-2-oxoimidazolidine-4-carboxylate (168399-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / K₂CO₃ / acetone / 48 h / Ambient temperature

2: 90 percent / H₂ / Pd/C / methanol / 3 h / Ambient temperature

With hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; acetone;

DOI:10.1021/jo00126a029

Reference yield:

Boc-Ala-(S)-Imi(N1Me)-OMe → Methyl (4S)-1-Methyl-2-oxoimidazolidine-4-carboxylate (168399-09-5)

Guidance literature:

With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 4h;

DOI:10.1021/acs.joc.8b03055

upstream raw materials:

Methyl (4S)-3-<(benzyloxy)carbonyl>-1-methyl-2-oxoimidazolidine-4-carboxylate

methyl 3-benzyloxycarbonyl-2-oxo-imidazolidine-4(S)-carboxylate

Downstream raw materials:

(4S)-N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-1,3-dimethyl-2-oxo-4-imidazolidinecarboxamide