(S)-tert-Butyl 4-isopropyl-2,5-dioxooxazolidine-3-carboxylate

Base Information

• Chemical Name: (S)-tert-Butyl 4-isopropyl-2,5-dioxooxazolidine-3-carboxylate
• CAS No.: 141468-55-5
• Molecular Formula: C11H17 N O5
• Molecular Weight: 243.26
• DSSTox Substance ID: DTXSID801165275
• Nikkaji Number: J519.066E
• Mol file: 141468-55-5.mol

Synonyms:141468-55-5;Boc-L-Valine N-carboxyanhydride;(S)-tert-Butyl 4-isopropyl-2,5-dioxooxazolidine-3-carboxylate;tert-butyl (4S)-2,5-dioxo-4-propan-2-yl-1,3-oxazolidine-3-carboxylate;Boc-Valine,NCA;Boc-L-Val-NCA;SCHEMBL2132635;RTIIPUBJZYTAMU-ZETCQYMHSA-N;DTXSID801165275;EN300-12443391;(S)-tert-Butyl4-isopropyl-2,5-dioxooxazolidine-3-carboxylate;tert-butyl (4S)-2,5-dioxo-4-(propan-2-yl)-1,3-oxazolidine-3-carboxylate;tert-Butyl (4S)-4-isopropyl-2,5-dioxo-1,3-oxazolidin-3-carboxylate

Chemical Property of (S)-tert-Butyl 4-isopropyl-2,5-dioxooxazolidine-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.482
• Boiling Point: 282.399°C at 760 mmHg
• Flash Point: 124.591°C
• PSA: 72.91000
• Density: 1.198g/cm³
• LogP: 1.86280
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 243.11067264
• Heavy Atom Count: 17
• Complexity: 355

Purity/Quality:

99% ^*data from raw suppliers

N-BOC-L-VALINE-N-CARBOXYANHYDRIDE 95.00% ^*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)N1C(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)[C@H]1C(=O)OC(=O)N1C(=O)OC(C)(C)C

Technology Process of (S)-tert-Butyl 4-isopropyl-2,5-dioxooxazolidine-3-carboxylate

There total 2 articles about (S)-tert-Butyl 4-isopropyl-2,5-dioxooxazolidine-3-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: 86.0%

C15H27NO6 (142955-46-2) → N-(tert-butoxycarbonyl)-valine-N-carboxyanhydride (141468-55-5)

Guidance literature:

With pyridine; thionyl chloride; N,N-dimethyl-formamide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1039/c39920000812

Reference yield: 80.8%

di-tert-butyl dicarbonate (24424-99-5) + (S)-4-isopropyloxazolidine-2,5-dione (24601-74-9) → 4-isopropyl-2,5-dioxo-oxazolidine-3-carboxylic acid-tert-butyl ester (141468-55-5)

Guidance literature:

1,4-diaza-bicyclo[2.2.2]octane; In tetrahydrofuran; at -5 ℃; for 3.5h;

Reference yield: 88.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + 4-isopropyl-2,5-dioxo-oxazolidine-3-carboxylic acid-tert-butyl ester (141468-55-5) → N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester (20902-47-0)

Guidance literature:

With sodium hydrogencarbonate; for 1h; Ball-milling;

DOI:10.1002/anie.200903510

upstream raw materials:

C₁₅H₂₇NO₆

di-tert-butyl dicarbonate

(S)-4-isopropyloxazolidine-2,5-dione

Downstream raw materials:

(S)-N-tert-butoxycarbonylvalinal

(3S)-Boc-L-valine-(4S)-methyl-N-O-benzylsuccinimide

C₃₃H₃₅Cl₂N₃O₇S

C₃₀H₂₉BrClFN₆O₅