TERT-BUTYL(4S)-1-METHYL-2-OXOIMIDAZOLIDINE-4-CARBOXYLATE

Base Information

• Chemical Name: TERT-BUTYL(4S)-1-METHYL-2-OXOIMIDAZOLIDINE-4-CARBOXYLATE
• CAS No.: 83056-79-5
• Molecular Formula: C9H16 N2 O3
• Molecular Weight: 200.238
• Hs Code.: 2933990090
• Mol file: 83056-79-5.mol

Synonyms:4-Imidazolidinecarboxylicacid, 1-methyl-2-oxo-, 1,1-dimethylethyl ester, (S)-;

Chemical Property of TERT-BUTYL(4S)-1-METHYL-2-OXOIMIDAZOLIDINE-4-CARBOXYLATE

Chemical Property:

• Refractive Index: 1.473
• Boiling Point: 347.4 °C at 760 mmHg
• PKA: 12.43±0.40(Predicted)
• Flash Point: 163.9 °C
• PSA: 58.64000
• Density: 1.115 g/cm³
• LogP: 0.61840
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

99% ^*data from raw suppliers

(4S)-1-Methyl-2-oxo-4-imidazolidinecarboxylicAcid,tert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL(4S)-1-METHYL-2-OXOIMIDAZOLIDINE-4-CARBOXYLATE

There total 3 articles about TERT-BUTYL(4S)-1-METHYL-2-OXOIMIDAZOLIDINE-4-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: 98.2%

tert-butyl (4S)-3-(benzyloxycarbonyl)-1-methyl-2-oxoimidazolidine-4-carboxylate (83056-78-4) → (4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester (83056-79-5)

Guidance literature:

With hydrogen; palladium; In methanol; for 3h; under 760 Torr; Ambient temperature;

DOI:10.1021/jm00122a003

Reference yield: 87.0%

tert-Butyl (4S)-3-<(2R)-2-(N-benzylamino)propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate (157163-04-7) + benzyl alcohol (100-51-6,185532-71-2) → (4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester (83056-79-5) + Benzyl N-benzyl-D-alaninate

Guidance literature:

With n-butyllithium; In diethyl ether; benzene; 1.) 0 deg C, 10 min, 2.) 0 deg C, 30 min;

DOI:10.1021/jo00126a029

Reference yield:

(S)‐2‐oxoimidazolidine‐1,5‐dicarboxylate-5‐tert‐butyl ester-1‐benzyl ester (77999-24-7) → (4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester (83056-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 89.8 percent / K₂CO₃ / acetone / 72 h / Ambient temperature

2: 98.2 percent / H₂ / Pd / methanol / 3 h / 760 Torr / Ambient temperature

With hydrogen; potassium carbonate; palladium; In methanol; acetone;

DOI:10.1021/jm00122a003

upstream raw materials:

tert-butyl (4S)-3-(benzyloxycarbonyl)-1-methyl-2-oxoimidazolidine-4-carboxylate

tert-Butyl (4S)-3-<(2R)-2-(N-benzylamino)propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate

benzyl alcohol

(S)‐2‐oxoimidazolidine‐1,5‐dicarboxylate-5‐tert‐butyl ester-1‐benzyl ester

Downstream raw materials:

tert-Butyl (4S)-1-Methyl-3-<(2R)-2-(4-toluenesulfonyloxy)propionyl>-2-oxoimidazolidine-4-carboxylate

tert-butyl (4S)-1-methyl-3-<(2S)-2-(4-toluenesulfonyloxy)propionyl>-2-oxoimidazolidine-4-carboxylate

(S)-3-(2-Bromo-4-phenyl-butyryl)-1-methyl-2-oxo-imidazolidine-4-carboxylic acid tert-butyl ester

tert-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

Refernces

• 1、 Hayashi, Kimiaki,Nunami, Ken-ichi,Kato, Jyoji,Yoneda, Naoto,Kubo, Masami,et al.. "Studies on Angiotensin Converting Enzyme Inhibitors. 4. Synthesis and Angiotensin Converting Enzyme Inhibitory Activities of 3-Acyl-1-alkyl-2-oxoimidazolidine-4-carboxylic Acid Derivatives". . p. 289 - 297. Retrieved 2007/10/02.
• 2、 -. "2-OXOIMIDAZOLIDINE DERIVATIVES". . . Retrieved 2008/06/13.