Methyl 3-phenyloxaziridine-2-carboxylate

Base Information

• Chemical Name: Methyl 3-phenyloxaziridine-2-carboxylate
• CAS No.: 134920-16-4
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• DSSTox Substance ID: DTXSID70594421
• Nikkaji Number: J1.915.269C
• Mol file: 134920-16-4.mol

Synonyms:134920-16-4;Methyl 3-phenyloxaziridine-2-carboxylate;SCHEMBL7190779;DTXSID70594421

Chemical Property of Methyl 3-phenyloxaziridine-2-carboxylate

Chemical Property:

• Boiling Point: 234.9±43.0 °C(Predicted)
• PKA: -5.11±0.40(Predicted)
• PSA: 41.84000
• Density: 1.306±0.06 g/cm3(Predicted)
• LogP: 1.63670
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)N1C(O1)C2=CC=CC=C2

Technology Process of Methyl 3-phenyloxaziridine-2-carboxylate

There total 8 articles about Methyl 3-phenyloxaziridine-2-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: 70.0%

methyl N-phenylmethylenecarbamate (27593-61-9) → N-methoxycarbonyl-3-phenyloxaziridine (134920-16-4)

Guidance literature:

With Oxone;

DOI:10.1021/jo00070a007

Reference yield: 68.0%

methyl N-phenylmethylenecarbamate (27593-61-9) → N-methoxycarbonyl benzamide (35337-84-9) + N-methoxycarbonyl-3-phenyloxaziridine (134920-16-4)

Guidance literature:

With Oxone; potassium carbonate; In chloroform; at 0 - 4 ℃; for 0.75h;

DOI:10.1002/chem.19970031019

Reference yield: 23.0%

methyl N-phenylmethylenecarbamate (27593-61-9) → N-methoxycarbonyl benzamide (35337-84-9) + cis-N-methoxycarbonyl-3-phenyloxaziridine (134920-16-4) + trans-N-methoxycarbonyl-3-phenyloxaziridine (134920-16-4)

Guidance literature:

With potassium peroxomonosulphate; potassium carbonate; In chloroform; water; at 0 - 4 ℃; for 0.75h; Yields of byproduct given;

DOI:10.1039/c39910000435

upstream raw materials:

methyl N-phenylmethylenecarbamate

N-benzylidene-1,1,1-trimethylsilanamine

benzaldehyde

Downstream raw materials:

methyl (S)-2-(benzylideneamino)-3-methylbutanoate

methyl L-N-(methoxycarbonylamino)valinate

racemic methyl phenyl sulfoxide

N-methyl 1-hydroxy-1-phenylmethylcarbamate