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

Base Information

• Chemical Name: (S)-tert-Butyl 2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate
• CAS No.: 119838-38-9
• Molecular Formula: C13H24 N2 O3
• Molecular Weight: 256.345
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10350801
• Nikkaji Number: J793.601J
• Mol file: 119838-38-9.mol

Synonyms:119838-38-9;(S)-tert-Butyl 2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate;(S)-1-Boc-2-tert-butyl-3-methylimidazolidin-4-one;(S)-(-)-1-Boc-2-tert-butyl-3-methyl-4-imidazolidinone;tert-butyl (2S)-2-tert-butyl-3-methyl-4-oxoimidazolidine-1-carboxylate;(S)-1-tert-Butoxycarbonyl-2-tert-butyl-3-methyl-1,3-imidazolidin-4-one;(2S)-2-(1,1-Dimethylethyl)-3-methyl-4-oxo-1-imidazolidinecarboxylic Acid 1,1-Dimethylethyl Ester;(S)-(-)-1-(tert-Butoxycarbonyl)-2-tert-butyl-3-methyl-4-imidazolidinone;SCHEMBL1704410;AMY5256;DTXSID10350801;CS-M2191;MFCD00075101;(S)-tert-Butyl2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate;AKOS015850696;AKOS015915406;DS-14758;I11559;(s)-1-boc-2-t-butyl-3-methyl-4-imidazolidinone;A804371;J-004208;(S)-(-)-1-Boc-2-tert-butyl-3-methyl-4-imidazolidinone, 99%;(2S)-1-(tert-Butoxycarbonyl)-2-tert-butyl-3-methylimidazolidine-4-one;(S)-tert-butyl-2-tert-butyl-3-methyl-4-oxoimidazolidine-1-carboxylate;(2S)-2-tert-butyl-3-methyl-4-oxo-1-imidazolidinecarboxylic acid tert-butyl ester;tert-butyl (2S)-2-tert-butyl-3-methyl-4-oxidanylidene-imidazolidine-1-carboxylate;1-Imidazolidinecarboxylic acid, 2-(1,1-dimethylethyl)-3-methyl-4-oxo-, 1,1-dimethylethyl ester, (2S)-;1-Imidazolidinecarboxylicacid,2-(1,1-dimethylethyl)-3-methyl-4-oxo-,1,1-dimethylethyl ester,(2S)-

Chemical Property of (S)-tert-Butyl 2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 3.15E-05mmHg at 25°C
• Melting Point: 67-69 °C(lit.)
• Refractive Index: 1.483
• Boiling Point: 355.3°C at 760 mmHg
• PKA: -0.60±0.40(Predicted)
• Flash Point: 168.7°C
• PSA: 49.85000
• Density: 1.064g/cm³
• LogP: 1.94350
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 256.17869263
• Heavy Atom Count: 18
• Complexity: 352

Purity/Quality:

97% ^*data from raw suppliers

(2S)-2-(1,1-Dimethylethyl)-3-methyl-4-oxo-1-imidazolidinecarboxylicAcid1,1-DimethylethylEster ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1N(C(=O)CN1C(=O)OC(C)(C)C)C
• Isomeric SMILES: CC(C)(C)[C@H]1N(C(=O)CN1C(=O)OC(C)(C)C)C
• Uses: (2S)-2-(1,1-Dimethylethyl)-3-methyl-4-oxo-1-imidazolidinecarboxylic Acid 1,1-Dimethylethyl Ester is a glycine derivative that is used as starting material for the preparation of open-chain amino acids.

Technology Process of (S)-tert-Butyl 2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate

There total 3 articles about (S)-tert-Butyl 2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-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: 74.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-2-t-butyl-3-methyl-4-imidazolidinone-(R)-mandelate (119838-37-8) → (2S)-1-(tert-butyloxycarbonyl)-2-tert-butyl-3-methylimidazolidin-4-one (119838-38-9)

Guidance literature:

With dmap; sodium hydroxide; triethylamine; Ambient temperature; 1.) CH₂Cl₂, 2.) acetone, RT, 8 h;

DOI:10.1016/S0040-4020(01)86036-1

Reference yield:

(R)-(-)-2-(tert-butyl)-3-methyl-4-imidazolidinone trifluoroacetic acid salt (900503-36-8) + di-tert-butyl dicarbonate (24424-99-5) → (2S)-1-(tert-butyloxycarbonyl)-2-tert-butyl-3-methylimidazolidin-4-one (119838-38-9)

Guidance literature:

(R)-(-)-2-(tert-butyl)-3-methyl-4-imidazolidinone trifluoroacetic acid salt; With sodium hydroxide; In dichloromethane; water; pH=8;

di-tert-butyl dicarbonate; With dmap; In acetone; at 0 - 20 ℃; for 19h; Inert atmosphere;

DOI:10.1002/chem.201500270

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (+/-)-2-(tert-butyl)-3-methylimidazolidin-4-one (101055-55-4) → tert-butoxycarbonyl-2-(tert-butyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate (119838-44-7) + (2S)-1-(tert-butyloxycarbonyl)-2-tert-butyl-3-methylimidazolidin-4-one (119838-38-9)

Guidance literature:

di-tert-butyl dicarbonate; (+/-)-2-(tert-butyl)-3-methylimidazolidin-4-one;

With Daicel Chiralpak IC; In hexane; isopropyl alcohol; Resolution of racemate;

DOI:10.1055/s-0031-1289577

upstream raw materials:

di-tert-butyl dicarbonate

(R)-2-t-butyl-3-methyl-4-imidazolidinone-(R)-mandelate

(+/-)-2-(tert-butyl)-3-methylimidazolidin-4-one

(R)-(-)-2-(tert-butyl)-3-methyl-4-imidazolidinone trifluoroacetic acid salt

Downstream raw materials:

tert-butyl (2S,5S)-2-(tert-butyl)-3-methyl-4-oxo-5-(2-thenyl)-1-imidazolidinecarboxylate

tert-butyl (2S,5S)-2-(tert-butyl)-3-methyl-4-oxo-5-(2,3,4,5,6-pentadeuteriophenyl)-1-imidazolidinecarboxylate

tert-butyl (2S,5S)-2-(tert-butyl)-5-(4-deuteriobenzyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate

t-butyl (2S,5S,1'S)-2-(t-butyl)-5-<2'-(2,6-di-t-butyl-4-methoxyphenoxycarbonyl)-1'-phenylethyl>-3-methyl-4-oxo-1-imidazolidinecarboxylate