(1S)-(+)-(Camphorylsulfonyl)oxaziridine CAS#: 104322-63-6

(1S)-(+)-(Camphorylsulfonyl)oxaziridine Basic information

Product Name:

(1S)-(+)-(Camphorylsulfonyl)oxaziridine

Synonyms:

(+)-(2R,8AS)-(CAMPHORYLSULFONYL)OXAZIRIDINE
(2R,8AS)-(+)-(CAMPHORYLSULFONYL)OXAZIRIDINE
(1S)-(+)-2,N-EPOXY-EXO-10,2-BORNANESULTAM
(IS)-(+)-(10-Camphorsulfonyl)oxaziridine
S-(10-Camphorsulfonyl)oxaziridine
(4aS,7R,8aS)-9,9-DiMethyltetrahydro-4H-4a,7-Methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide
(+)-(2R,8aS)-10-(CaMphorylsulfonyl)oxaziridine
(4aS,7R,8aS)-Tetrahydro-9,9-diMethyl-4H-4a,7-Methanooxazirino[3,2-i][2,1]benzisothiazole 3,3-Dioxide

CAS:

104322-63-6

MF:

C10H15NO3S

MW:

229.3

Product Categories:

Intermediates & Fine Chemicals
Pharmaceuticals
pharmacetical
chiral
Chiral Reagents
Asymmetric Synthesis
Bicyclic Monoterpenes
Biochemistry
Oxidation
Sulfur Compounds (for Synthesis)
Synthetic Organic Chemistry
Terpenes

Mol File:

104322-63-6.mol

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(1S)-(+)-(Camphorylsulfonyl)oxaziridine Chemical Properties

Melting point:: 172-174 °C(lit.)
alpha: 45 º (c=2, chloroform)
Boiling point:: 317.6±25.0 °C(Predicted)
Density: 1.2486 (rough estimate)
refractive index: 1.5060 (estimate)
storage temp.: 2-8°C
solubility: Chloroform (Sparingly), Methanol (Slightly)
pka: -11.75±0.40(Predicted)
form: Crystals or Crystalline Powder
color: White
optical activity: [α]28/D +45°, c = 2 in chloroform
BRN: 6274370
CAS DataBase Reference: 104322-63-6(CAS DataBase Reference)

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Safety Information

Safety Statements: 22-24/25
WGK Germany: 3
F: 10
HS Code: 29309090

MSDS

Language:English Provider:SigmaAldrich

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(1S)-(+)-(Camphorylsulfonyl)oxaziridine Usage And Synthesis

Chemical Properties

(1S)-(+)-(Camphorylsulfonyl)oxaziridine is white crystall powder

Uses

(1S)-(+)-(Camphorylsulfonyl)oxaziridine is a useful synthetic intermediate. Used for asymmetric hydroxylation

Uses

(1S)-(+)-(10-Camphorsulfonyl)oxaziridine can be used:

To convert prochiral ketone enolates into optically active α-hydroxy ketones via enantioselective asymmetric oxidation.
In the synthesis of thymidine oligonucleotides connected through pyrophosphates.
In the asymmetric synthesis of proton pump inhibitors like (R)-Rabeprazole sodium and (R)-Lansoprazole sodium from the corresponding DBU salt of prochiral sulfide.
In the preparation of phosphonoacetate and thiophosphonoacetate oligodeoxynucleotides by oxidizing the corresponding phosphinoacetate.

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