Basic information Safety Supplier Related

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

Basic information Safety Supplier Related

(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
10
HS Code 
29309090

MSDS

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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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