4-Isopropyloxazolidine-2,5-dione

Base Information

• Chemical Name: 4-Isopropyloxazolidine-2,5-dione
• CAS No.: 2816-12-8
• Molecular Formula: C₆H₉NO₃
• Molecular Weight: 143.142
• Hs Code.: 2934999090
• European Community (EC) Number: 220-566-4
• NSC Number: 524104
• DSSTox Substance ID: DTXSID30937370
• Nikkaji Number: J306.753J
• Mol file: 2816-12-8.mol

Synonyms:N-carboxyvaline anhydride;N-carboxyvaline anhydride, (R)-isomer;N-carboxyvaline anhydride, (S)-isomer;N-carboxyvaline anhydride, 15N-labeled cpd;valine N-carboxy anhydride;valine N-carboxyanhydride;valine NCA

Chemical Property of 4-Isopropyloxazolidine-2,5-dione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 58.89000
• Density: 1.183g/cm³
• LogP: -0.08260
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 143.058243149
• Heavy Atom Count: 10
• Complexity: 176

Purity/Quality:

97% ^*data from raw suppliers

4-Isopropyloxazolidine-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1C(=O)OC(=O)N1

Technology Process of 4-Isopropyloxazolidine-2,5-dione

There total 10 articles about 4-Isopropyloxazolidine-2,5-dione 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: 82.7%

bis(trichloromethyl) carbonate (32315-10-9) + D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) → 4-isopropyl-2,5-oxazolidinedione (2816-12-8,24601-74-9)

Guidance literature:

In tetrahydrofuran; at 40 - 50 ℃; for 5h;

DOI:10.1016/S0040-4039(00)82209-1

Reference yield: 80.0%

→ 4-isopropyl-2,5-oxazolidinedione (2816-12-8,24601-74-9)

Guidance literature:

In tetrahydrofuran; at 65 ℃; for 2h; Inert atmosphere;

Reference yield:

D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) → 4-isopropyl-2,5-oxazolidinedione (2816-12-8,24601-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorocarbonic acid benzyl ester; aqueous NaOH

2: PBr₃

With sodium hydroxide; phosphorus tribromide; benzyl chloroformate;

DOI:10.1021/ja01134a501

upstream raw materials:

phosgene

D,L-valine

(2R)-2-(methoxycarbonyl amino)-3-methylbutanoic acid

N-ethoxycarbonyl-DL-valine

Downstream raw materials:

valine phenethylamide

valinamide

4-isopropyl-3-(2-nitro-phenylsulfanyl)-oxazolidine-2,5-dione

DL-Val-NHi-Pr