Tert-butyl 2,5-dioxo-1,3-oxazolidine-3-carboxylate

Base Information

• Chemical Name: Tert-butyl 2,5-dioxo-1,3-oxazolidine-3-carboxylate
• CAS No.: 142955-50-8
• Molecular Formula: C8H11 N O5
• Molecular Weight: 201.18
• DSSTox Substance ID: DTXSID30567338
• Wikidata: Q82453198
• Mol file: 142955-50-8.mol

Synonyms:142955-50-8;tert-butyl 2,5-dioxo-1,3-oxazolidine-3-carboxylate;tert-Butyl 2,5-dioxooxazolidine-3-carboxylate;Boc-gly-nca;Boc-glycine N-carboxyanhydride;N-Boc-glycine N-Carboxyanhydride;2,5-Dioxo-3-oxazolidinecarboxylic Acid 1,1-Dimethylethyl Ester;SCHEMBL3324574;DTXSID30567338;MTEOSPVWMLTGFN-UHFFFAOYSA-N;FD21605;tert-Butyl2,5-dioxooxazolidine-3-carboxylate

Chemical Property of Tert-butyl 2,5-dioxo-1,3-oxazolidine-3-carboxylate

Chemical Property:

• PSA: 72.91000
• LogP: 0.83820
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 201.06372245
• Heavy Atom Count: 14
• Complexity: 291

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-glycine N-carboxyanhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(=O)OC1=O
• Uses: BOC-GLY-NCA is used in the preparation of polyesters with functional-peptide blocks. Used in the preparation of polyesters with functional-peptide blocks.

Technology Process of Tert-butyl 2,5-dioxo-1,3-oxazolidine-3-carboxylate

There total 2 articles about Tert-butyl 2,5-dioxo-1,3-oxazolidine-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: 76.0%

2-(bis(tert-butoxycarbonyl)amino)acetic acid (113568-18-6) → N-(tert-butoxycarbonyl)-glycine N-carboxyanhydride (142955-50-8) + (BOC)2Gly-F (142955-47-3)

Guidance literature:

With pyridine; trifluoro-[1,3,5]triazine; In dichloromethane; at -30 ℃; for 1.5h;

DOI:10.1039/c39920000812

Reference yield: 72.0%

2-(bis(tert-butoxycarbonyl)amino)acetic acid (113568-18-6) → N-(tert-butoxycarbonyl)-glycine N-carboxyanhydride (142955-50-8)

Guidance literature:

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

DOI:10.1039/c39920000812

Reference yield: 89.0%

N-(tert-butoxycarbonyl)-glycine N-carboxyanhydride (142955-50-8) + Z-D-Phe-Leu-NH2 → Boc-Gly-D-Phe-Leu-NH2 (93200-07-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetonitrile; for 1.5h;

DOI:10.1016/0040-4039(94)02391-N

upstream raw materials:

2-(bis(tert-butoxycarbonyl)amino)acetic acid

Downstream raw materials:

Boc-Gly-D-Phe-Leu-NH₂