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63160-13-4

Basic Information
CAS No.: 63160-13-4
Name: 3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE
Article Data: 3
Molecular Structure:
Molecular Structure of 63160-13-4 (3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE)
Formula: C13H11NO3S
Molecular Weight: 622.739
Synonyms: 2-(Phenylsulfonyl)-3-phenyloxaziridine;2-Benzenesulfonyl-3-phenyloxaziridine;3-Phenyl-2-phenylsulfonyloxaziridine;3-Phenyl-N-phenylsulfonyloxaziridine;N-(Phenylsulfonyl)phenyloxaziridine;N-Benzenesulfonyl-3-phenyloxaziridine;NSC 268112;3-Phenyl-2-(phenylsulfonyl)-oxaziridine;
EINECS: 1533716-785-6
Density: 1.398 g/cm3
Melting Point: 96-97 °C
Boiling Point: 394.4 °C at 760 mmHg
Flash Point: 192.3 °C
PSA: 58.06000
LogP: 3.34000
Synthetic route
959937-89-4

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

63160-13-4

(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

Conditions
ConditionsYield
Stage #1: (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;
Stage #2: With N-(benzenesulfonyl)-3-phenyloxaziridine In tetrahydrofuran at -78℃; for 2h;
Stage #1: (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;
Stage #2: With N-(benzenesulfonyl)-3-phenyloxaziridine In tetrahydrofuran at -78℃; for 2h;
959937-90-7

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

63160-13-4

(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

Conditions
ConditionsYield
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
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / diethyl ether; dichloromethane / 1.08 h / -78 - 0 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / -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
View Scheme

C28H37NO7S

63160-13-4

(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

Conditions
ConditionsYield
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
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / -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
View Scheme
63160-13-4

(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

420-37-1

trimethoxonium tetrafluoroborate

1005478-61-4

(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

Conditions
ConditionsYield
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In dichloromethane at 0 - 20℃; for 3h; Molecular sieve;
63160-13-4

(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

1005478-61-4

(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

Conditions
ConditionsYield
With trimethoxonium tetrafluoroborate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In dichloromethane at 0 - 20℃; Molecular sieve;
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Specification

The 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine, with the CAS registry number 63160-13-4, is also known as Oxaziridine, 3-phenyl-2-(phenylsulfonyl)-. This chemical's molecular formula is C13H11NO3S and molecular weight is 261.30. Its systematic name is called 3-phenyl-2-(phenylsulfonyl)oxaziridine.

Physical properties of 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine: (1)ACD/LogP: 2.17; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 3; (6)Index of Refraction: 1.654; (7)Molar Refractivity: 68.47 cm3; (8)Molar Volume: 186.7 cm3; (9)Surface Tension: 56.5 dyne/cm; (10)Density: 1.398 g/cm3; (11)Flash Point: 192.3 °C; (12)Enthalpy of Vaporization: 64.44 kJ/mol; (13)Boiling Point: 394.4 °C at 760 mmHg; (14)Vapour Pressure: 1.99E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(N2OC2c1ccccc1)c3ccccc3
(2)InChI: InChI=1/C13H11NO3S/c15-18(16,12-9-5-2-6-10-12)14-13(17-14)11-7-3-1-4-8-11/h1-10,13H
(3)InChIKey: MKHGVMIXRPGHOO-UHFFFAOYAX