(R)-Methyl 1-phenylaziridine-2-carboxylate

Base Information

• Chemical Name: (R)-Methyl 1-phenylaziridine-2-carboxylate
• CAS No.: 446242-92-8
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.203
• DSSTox Substance ID: DTXSID10453785,DTXSID001283069
• Nikkaji Number: J772.513B
• Mol file: 446242-92-8.mol

Synonyms:(R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE;446242-92-8;4916-14-7;SCHEMBL1773387;DTXSID10453785;DTXSID001283069;Methyl 1-phenyl-2-aziridinecarboxylate;1-Phenyl-2-aziridinecarboxylic acid methyl ester

Chemical Property of (R)-Methyl 1-phenylaziridine-2-carboxylate

Chemical Property:

• PSA: 29.31000
• LogP: 1.11320
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CN1C2=CC=CC=C2

Technology Process of (R)-Methyl 1-phenylaziridine-2-carboxylate

There total 28 articles about (R)-Methyl 1-phenylaziridine-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: 86.0%

methyl diazoacetate (6832-16-2) + 1,3,5-triphenylhexahydro-1,3,5-triazine (91-78-1) → methyl N-(phenyl)aziridine-2-carboxylate (4916-14-7,446242-92-8)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1016/0040-4039(96)01554-7

Reference yield: 82.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + Nitrosobenzene (586-96-9) → methyl N-(phenyl)aziridine-2-carboxylate (4916-14-7,446242-92-8)

Guidance literature:

With 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; sodium hydride; benzaldehyde; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol8004276

Reference yield: 80.0%

3-Phenyl-oxazolidine-4-carboxylic acid methyl ester (113729-07-0) → methyl N-(phenyl)aziridine-2-carboxylate (4916-14-7,446242-92-8)

Guidance literature:

at 500 - 600 ℃; under 0.003 Torr; flash vacuum thermolysis (FVT);

DOI:10.1016/S0040-4039(00)96259-2

upstream raw materials:

3-Phenyl-oxazolidine-4-carboxylic acid methyl ester

N-phenyl-N-hydroxy-2,2-dimethylpropanamide

acrylic acid methyl ester

methyl diazoacetate

Downstream raw materials:

C₁₉H₁₈BrF₃N₂O₃

C₁₉H₁₈BrF₃N₂O₃