3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine

Base Information

• Chemical Name: 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine
• CAS No.: 63160-13-4
• Molecular Formula: C13H11NO3S
• Molecular Weight: 622.739
• Hs Code.: 2934999090
• European Community (EC) Number: 862-503-9
• NSC Number: 377129,268112
• DSSTox Substance ID: DTXSID10313234
• Nikkaji Number: J274.580A
• Wikipedia: Davis_reagent
• Wikidata: Q72498172
• Mol file: 63160-13-4.mol

Synonyms:3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine;63160-13-4;2-(benzenesulfonyl)-3-phenyloxaziridine;3-Phenyl-2-(phenylsulfonyl)-oxaziridine;Davis oxaziridine;3-phenyl-2-(phenylsulfonyl)Oxaziridine;2-(benzenesulfonyl)-3-phenyl-oxaziridine;80997-75-7;MFCD03931864;Oxaziridine, 3-phenyl-2-(phenylsulfonyl)-;NSC 268112;2-(Phenylsulfonyl)-3-phenyloxaziridine;NSC377129;SCHEMBL113055;SCHEMBL2338341;SCHEMBL13663248;DTXSID10313234;AMY19075;BCP25532;N-(benzenesulfonyl)phenyloxaziridine;2-phenylsulfonyl-3-phenyloxaziridine;3-phenyl-2-phenylsulfonyloxaziridine;phenyl-2-(phenylsulfonyl)oxaziridine;2-benzenesulfonyl-3-phenyloxaziridine;3-phenyl-2-phenylsulphonyloxaziridine;NSC268112;2-(Phenysulfonyl)-3-phenyloxaziridine;2-benzenesulfonyl-3-phenyl-oxaziridine;AKOS015855754;GS-3937;NSC-268112;NSC-377129;SB13078;2-Benzenesulphonyl-3-phenyl-oxaziridine;2-(phenylsulfonyl)-3-phenyl-oxaziridine;3-phenyl-2-(phenyl-sulfonyl)oxaziridine;AC-25497;SY026452;3-phenyl-2-(phenylsulfonyl)-1,2oxaziridine;3-phenyl-2-(phenysulfonyl)-1,2-oxaziridine;CS-0019264;FT-0652968;racemic 2-benzenesulfonyl-3-phenyloxaziridine;A19001;EN300-175119;J-513037

Chemical Property of 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine

Chemical Property:

• Vapor Pressure: 1.99E-06mmHg at 25°C
• Melting Point: 96-97 °C
• Refractive Index: 1.654
• Boiling Point: 394.4 °C at 760 mmHg
• PKA: -13.47±0.40(Predicted)
• Flash Point: 192.3 °C
• PSA: 58.06000
• Density: 1.398 g/cm³
• LogP: 3.34000
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 261.04596439
• Heavy Atom Count: 18
• Complexity: 378

Purity/Quality:

98%,99%, ^*data from raw suppliers

DavisOxaziridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2N(O2)S(=O)(=O)C3=CC=CC=C3
• Uses: 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine, is an oxidizing agent used in the preparation of wide variety of pharmaceutical compounds. Davis Oxaziridine is an oxidizing agent used in the preparation of wide variety of pharmaceutical compounds.

Technology Process of 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine

There total 5 articles about 3-Phenyl-2-(phenylsulfonyl)-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:

(S)-4-benzyl-3-{3-[(2S,5R)-5-(4-methoxybenzyloxy)-1-(toluene-4-sulphonyl)piperidin-2-yl]propionyl}oxazolidin-2-one (959937-89-4) → (S)-4-benzyl-3-{(S)-2-hydroxy-3-[(2S,5R)-5-(4-methoxy-benzyloxy)-1-(toluene-4-sulfonyl)-piperidin-2-yl]-propionyl}-oxazolidin-2-one (63160-13-4)

Guidance literature:

(S)-4-benzyl-3-{3-[(2S,5R)-5-(4-methoxybenzyloxy)-1-(toluene-4-sulphonyl)piperidin-2-yl]propionyl}oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - -40 ℃; for 0.75h;

With N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran; at -78 ℃; for 2h;

Reference yield:

3-[(2S,5R)-5-(4-methoxybenzyloxy)-1-(toluene-4-sulphonyl)piperidin-2-yl]propionic acid (959937-90-7) → (S)-4-benzyl-3-{(S)-2-hydroxy-3-[(2S,5R)-5-(4-methoxy-benzyloxy)-1-(toluene-4-sulfonyl)-piperidin-2-yl]-propionyl}-oxazolidin-2-one (63160-13-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / diethyl ether; dichloromethane / 1.08 h / -78 - 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.2: 3 h / -78 - 20 °C

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 - -40 °C

3.2: 2 h / -78 °C

With n-butyllithium; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;

Reference yield:

C28H37NO7S → (S)-4-benzyl-3-{(S)-2-hydroxy-3-[(2S,5R)-5-(4-methoxy-benzyloxy)-1-(toluene-4-sulfonyl)-piperidin-2-yl]-propionyl}-oxazolidin-2-one (63160-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

1.2: 3 h / -78 - 20 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 - -40 °C

2.2: 2 h / -78 °C

With n-butyllithium; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;

upstream raw materials:

N-benzylidenephenylsulfonamide

(S)-4-benzyl-3-{3-[(2S,5R)-5-(4-methoxybenzyloxy)-1-(toluene-4-sulphonyl)piperidin-2-yl]propionyl}oxazolidin-2-one

3-[(2S,5R)-5-(4-methoxybenzyloxy)-1-(toluene-4-sulphonyl)piperidin-2-yl]propionic acid

Downstream raw materials:

(S)-4-benzyl-3-{(S)-2-methoxy-3-[(2S,5R)-5-(4-methoxy-benzyloxy)-1-(toluene-4-sulfonyl)-piperidin-2-yl]-propionyl}-oxazolidin-2-one

Refernces

• 1、 -. "2,5-DISUBSTITUTED PIPERIDINES". Page/Page column 86-87. . Retrieved 2008/06/13.