3-Phenyl-2-tosyl-1,2-oxaziridine

Base Information

• Chemical Name: 3-Phenyl-2-tosyl-1,2-oxaziridine
• CAS No.: 63160-12-3
• Molecular Formula: C₁₄H₁₃NO₃S
• Molecular Weight: 275.328
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20450189
• Nikkaji Number: J714.210B
• Mol file: 63160-12-3.mol

Synonyms:3-Phenyl-2-tosyl-1,2-oxaziridine;63160-12-3;2-(4-methylphenyl)sulfonyl-3-phenyloxaziridine;N-tosylphenyloxaziridine;2-Tosyl-3-phenyloxaziridine;SCHEMBL1325117;DTXSID20450189;SYTQRZCKINWJKR-UHFFFAOYSA-N;AMY19117;MFCD22199989;DS-17046;CS-0153036;O11046;3-Phenyl-2-(4-toluenesulfonyl)-1,2-oxaziridine;2-(4-METHYLBENZENESULFONYL)-3-PHENYLOXAZIRIDINE

Chemical Property of 3-Phenyl-2-tosyl-1,2-oxaziridine

Chemical Property:

• Melting Point: 87 °C (decomp)
• Boiling Point: 404.5±55.0 °C(Predicted)
• PKA: -13.22±0.40(Predicted)
• PSA: 58.06000
• Density: 1.355±0.06 g/cm3(Predicted)
• LogP: 3.64840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 275.06161445
• Heavy Atom Count: 19
• Complexity: 403

Purity/Quality:

99% ^*data from raw suppliers

3-Phenyl-2-tosyl-1,2-oxaziridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C(O2)C3=CC=CC=C3

Technology Process of 3-Phenyl-2-tosyl-1,2-oxaziridine

There total 25 articles about 3-Phenyl-2-tosyl-1,2-oxaziridine 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: 100.0%

phenyl N-tosyl imine (51608-60-7) → 2-[(4-methylphenyl)sulfonyl]-3-phenyl-oxaziridine (63160-12-3,64705-27-7,73844-93-6)

Guidance literature:

With potassium hydroxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.0166667h;

DOI:10.1021/ol052250w

Reference yield: 96.0%

N-(benzylidene)-p-methylbenzenesulfonamide (51608-60-7) → 2-[(4-methylphenyl)sulfonyl]-3-phenyl-oxaziridine (63160-12-3,64705-27-7,73844-93-6)

Guidance literature:

With C₂₆H₃₆N₄OS; 3-chloro-benzenecarboperoxoic acid; In ethanol; at -40 ℃; for 24h; Concentration; Solvent; Reagent/catalyst; Temperature;

DOI:10.1016/j.tet.2015.12.010

Reference yield: 89.0%

N-(benzylidene)-p-methylbenzenesulfonamide (51608-60-7) → (S)-3-phenyl-2-tosyloxaziridine (63160-12-3,64705-27-7,73844-93-6)

Guidance literature:

With C₂₆H₃₆N₄OS; 3-chloro-benzenecarboperoxoic acid; In 5,5-dimethyl-1,3-cyclohexadiene; at -40 ℃; for 24h; Concentration; Solvent; Reagent/catalyst; Temperature; enantioselective reaction;

DOI:10.1016/j.tet.2015.12.010

upstream raw materials:

N-(benzylidene)-p-methylbenzenesulfonamide

N-benzylidene-S-p-tolylthiohydroxylamine

phenyl N-tosyl imine

di(p-tolyl) disulfide

Downstream raw materials:

trans-3-hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one

(S)-3-phenyl-2-tosyloxaziridine

N-benzoyl-p-toluenesulfonamide

(3R)-3-phenyl-2-tosyl-1,2-oxaziridine

Refernces

• 1、 -. "Oxaziridinium compound (by machine translation)". Paragraph 0029. . Retrieved 2017/09/02.
• 2、 Ghosh, Asit,Mandal, Subhajit,Chattaraj, Pratim Kumar,Banerjee, Prabal. "Ring Expansion of Donor-Acceptor Cyclopropane via Substituent Controlled Selective N-Transfer of Oxaziridine: Synthetic and Mechanistic Insights". supporting information. p. 4940 - 4943. Retrieved 2016/10/18.