Tert-butyl 5-methyl-2,6-dioxo-1,3-oxazinane-3-carboxylate

Base Information

• Chemical Name: Tert-butyl 5-methyl-2,6-dioxo-1,3-oxazinane-3-carboxylate
• CAS No.: 357610-32-3
• Molecular Formula: C₁₀H₁₅NO₅
• Molecular Weight: 229.233
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50455460
• Nikkaji Number: J1.633.816H
• Mol file: 357610-32-3.mol

Synonyms:357610-32-3;N-Boc-beta-alanine-alpha-methyl-N-carboxyanhydride;Tert-butyl 5-methyl-2,6-dioxo-1,3-oxazinane-3-carboxylate;N-Boc-belta-alanine-alpha-methyl-N-carboxyanhydride;5-methyl-2,6-dioxo-[1,3]oxazinane-3-carboxylic acid tert-butyl ester;DTXSID50455460;MFCD03839893;AKOS025312463;AS-37124;CS-0172205;A13490;tert-Butyl5-methyl-2,6-dioxo-1,3-oxazinane-3-carboxylate;2,6-Dioxo-5-methyl-5,6-dihydro-2H-1,3-oxazine-3(4H)-carboxylic acid tert-butyl ester;6-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-2PYRIDINECARBOXYLICACIDMETHYLESTER

Chemical Property of Tert-butyl 5-methyl-2,6-dioxo-1,3-oxazinane-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Boiling Point: 282.4°C at 760 mmHg
• Flash Point: 124.591°C
• PSA: 72.91000
• Density: 1.215g/cm³
• LogP: 1.47430
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 229.09502258
• Heavy Atom Count: 16
• Complexity: 331

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-β-alanine-α-methyl-n-carboxyanhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CN(C(=O)OC1=O)C(=O)OC(C)(C)C
• Uses: N-Boc-beta-alanine-alpha-methyl-n-carboxyanhydride

Technology Process of Tert-butyl 5-methyl-2,6-dioxo-1,3-oxazinane-3-carboxylate

There total 4 articles about Tert-butyl 5-methyl-2,6-dioxo-1,3-oxazinane-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: 62.0%

2-methyl-3-(di-tert-butyloxycarbonylamino)propionic acid (357610-29-8) → N-Boc-α-methyl-β-alanine N-carboxyanhydride (357610-32-3)

Guidance literature:

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; In acetonitrile; at -20 - 20 ℃; for 7h;

DOI:10.1021/jo001583y

Reference yield:

N-tert-butoxycarbonyl-3-amino-2(RS)-methylpropionic acid (16948-10-0) → N-Boc-α-methyl-β-alanine N-carboxyanhydride (357610-32-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Cs₂CO₃ / methanol; H₂O

1.2: 84 percent / dimethylformamide / 22 h

2.1: 81 percent / DMAP / acetonitrile / 24 h / 20 °C

3.1: 86 percent / H₂ / 10percent palladium hydroxide on carbon / methanol / 2 h / 20 °C

4.1: 62 percent / DMF; oxalyl chloride; pyridine / acetonitrile / 7 h / -20 - 20 °C

With pyridine; dmap; oxalyl dichloride; hydrogen; caesium carbonate; N,N-dimethyl-formamide; 10percent palladium hydroxide on carbon; In methanol; water; acetonitrile;

DOI:10.1021/jo001583y

Reference yield:

benzyl 2-methyl-3-(tert-butyloxycarbonylamino)propionate (357610-23-2) → N-Boc-α-methyl-β-alanine N-carboxyanhydride (357610-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / DMAP / acetonitrile / 24 h / 20 °C

2: 86 percent / H₂ / 10percent palladium hydroxide on carbon / methanol / 2 h / 20 °C

3: 62 percent / DMF; oxalyl chloride; pyridine / acetonitrile / 7 h / -20 - 20 °C

With pyridine; dmap; oxalyl dichloride; hydrogen; N,N-dimethyl-formamide; 10percent palladium hydroxide on carbon; In methanol; acetonitrile;

DOI:10.1021/jo001583y

upstream raw materials:

2-methyl-3-(di-tert-butyloxycarbonylamino)propionic acid

N-tert-butoxycarbonyl-3-amino-2(RS)-methylpropionic acid

benzyl 2-methyl-3-(tert-butyloxycarbonylamino)propionate

benzyl 2-methyl-3-(di-tert-butyloxycarbonylamino)propionate