ChemicalBook > CAS DataBase List > (1S)-(+)-(Camphorylsulfonyl)oxaziridine

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

Product Name
(1S)-(+)-(Camphorylsulfonyl)oxaziridine
CAS No.
104322-63-6
Chemical Name
(1S)-(+)-(Camphorylsulfonyl)oxaziridine
Synonyms
CAS:104322-63-6;(S)-(+)-(Camphorsulfonyl)Oxazi;(+)-(Camphorsulfonyl)oxaziridine;S-(10-Camphorsulfonyl)oxaziridine;(S)-(+)-(CAMPHORSULFONYL)OXAZIRIDINE;(S)-2,N-EPOXY-EXO-10,2-BORNANESULTAM;(+)-((CAMPHORYL)SULFONYL)OXAZIRIDINE;(S)-(+)-(Camphorylsulfonyl)oxaziridine;(1S)-(+)-(CAMPHORYLSULFONYL)OXAZIRIDINE;(1S)-(+)-(10-CAMPHORSULFONYL) OXAZIRINE
CBNumber
CB3447891
Molecular Formula
C10H15NO3S
Formula Weight
229.3
MOL File
104322-63-6.mol
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(1S)-(+)-(Camphorylsulfonyl)oxaziridine Property

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
InChI
InChI=1/C10H15NO3S/c1-8(2)7-3-4-9(8)6-15(12,13)11-10(9,5-7)14-11/h7H,3-6H2,1-2H3/t7-,9-,10?,11?/s3
InChIKey
GBBJBUGPGFNISJ-SENRVMEJNA-N
SMILES
C123C[C@]4([H])CC[C@@]1(C4(C)C)CS(=O)(=O)N2O3 |&1:2,6,r|
CAS DataBase Reference
104322-63-6(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
F 
10
HS Code 
29309090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
345350
Product name
(1S)-(+)-(10-Camphorsulfonyl)oxaziridine
Packaging
1g
Price
$150.1
Updated
2025/07/31
TCI Chemical
Product number
C1326
Product name
(2R,8aS)-(+)-(Camphorylsulfonyl)oxaziridine [Asymmetric Oxidizing Reagent]
Purity
>95.0%(T)
Packaging
1g
Price
$46
Updated
2025/07/31
TCI Chemical
Product number
C1326
Product name
(2R,8aS)-(+)-(Camphorylsulfonyl)oxaziridine [Asymmetric Oxidizing Reagent]
Purity
>95.0%(T)
Packaging
5g
Price
$147
Updated
2025/07/31
TRC
Product number
C175100
Product name
(1S)-(+)-(10-Camphorsulfonyl)oxaziridine
Packaging
5g
Price
$485
Updated
2021/12/16
Oakwood
Product number
093056
Product name
(1S)-(10-Camphorsulfonyl)oxaziridine
Packaging
100g
Price
$470
Updated
2021/12/16
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(1S)-(+)-(Camphorylsulfonyl)oxaziridine Chemical Properties,Usage,Production

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.

Definition

(1S)-(+)-(Camphorylsulfonyl)oxaziridine is a neutral, aprotic, electrophilic, and asymmetric oxidizing agents for the chemoselective oxidation of many nucleophilic substrates such as sulfides, enamines, enol esters, carbanions, and enolates.

Synthesis

The enantiopure (1S)-(+)-(Camphorylsulfonyl)oxaziridine and (1R)-(-)-(10-Camphorsulfonyl)oxaziridine and [(8,8- dichlorocamphor)sulfonyl]oxaziridines (2) are commercially available. They can also be prepared on a large scale via the oxidation of corresponding camphorsulfonimines with buffered Potassium Monoperoxysulfate (Oxone) or buffered peracetic acid. Since oxidation takes place from the endo face of the C=N double bond, only a single oxaziridine isomer is obtained. The precursor camphorsulfonimines can be prepared in 3 steps (>80% yield) from inexpensive (+)- and (-)-10-Camphorsulfonic Acids. A variety of (camphorylsulfonyl)oxaziridine derivatives such as (2)-(4) are also readily available via the functionalization of the camphorsulfonimines followed by oxidation.

References

1. Mergelsberg, I.; Gala, D.; Scherer, D.; DiBenedetto, D.; Tanner TL 1992, 33, 161.
2. Davis, F. A.; Kumar, A.; Chen, B.-C. JOC 1991, 56, 1143.
3. Chen, B.-C.; Weismiller, M. C.; Davis, F. A.; Boschelli, D.; Empfield, J. R.; Smith, III, A. B. T 1991, 47, 173.

(1S)-(+)-(Camphorylsulfonyl)oxaziridine Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from (1S)-(+)-(Camphorylsulfonyl)oxaziridine manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
(1S)-(+)-(Camphorylsulfonyl)oxaziridine 104322-63-6
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-05
Hebei Jingbo New Material Technology Co., Ltd
Product
(1S)-(+)-(Camphorylsulfonyl)oxaziridine 104322-63-6
Price
US $8.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20000
Release date
2023-12-27
Zibo Hangyu Biotechnology Development Co., Ltd
Product
(1S)-(+)-(Camphorylsulfonyl)oxaziridine 104322-63-6
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000kg/month
Release date
2024-08-30

104322-63-6, (1S)-(+)-(Camphorylsulfonyl)oxaziridineRelated Search:

(1S)-(+)-(Camphorylsulfonyl)oxaziridine 3-METHYLCYCLOHEXYLAMINE 2-Methylcyclohexylamine 2-CYCLOPENTYL-ETHYLAMINE Cyclopentylamine DL-Camphor Camphor (1R)-(-)-(10-Camphorsulfonyl)oxaziridine 2-Ethyl-1-hexanethiol BORNYLAMINE Ethanesulfonamide 1-HEXANESULFONAMIDE 4-04-00-00045 (Beilstein Handbook Reference) 1-PENTANESULFONAMIDE N-CYCLOHEXYLHYDROXYLAMINE PROPANE-1-SULFONAMIDE ISOTHIAZOLINE 1,1-DIOXIDE CYCLOHEXYLMETHYL MERCAPTAN

  • (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
  • (1S)-(+)-(Camphorylsulfonyl)oxaziridine, (1S)-(+)-2,N-Epoxy-exo-10,2-bornanesultam
  • (1α,5β,7α)-10,10-Dimethyl-4,5-epoxy-3-thia-4-azatricyclo[5.2.1.01,5]decane3,3-dioxide
  • (3aS)-9,9-Dimethyloctahydro-3aβ,6β-methano-1,7aα-epoxy-2,1-benzisothiazole 2,2-dioxide
  • (4aS,7R,8aS)-5,6,7,8-Tetrahydro-9,9-dimethyl-4H-4a,7-methanooxazirino[3,2-i][2,1]benzoisothiazole 3,3-dioxide
  • (4aS,7R,8aS)-9,9-Dimethyl-4H-4a,7-methanotetrahydrooxazirino[3,2-i][2,1]benzisothiazole 3,3-dioxide
  • (8aS)-5,6,7,8-Tetrahydro-9,9-dimethyl-4H-4aβ,7β-methanooxazirino[3,2-i][2,1]benzisothiazole 3,3-dioxide
  • (+)-(2R,8aS)-(Camphorylsulfonyl)oxaziridine,98+%
  • (4AS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo-[c][1,2]oxazireno[2,3-b]isothiazole 3,3-
  • (1S)-(+)-(10-Camphorsulfonyl)oxaziridine (1S)-(+)-(Camphorylsulfonyl)oxaziridine
  • (S)-(+)-(Camphorylsulfonyl)oxaziridine
  • (4AS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo-[c][1,2]oxazireno[2,3-b]isothiazole 3
  • (1S)-(+)-(CAMPHORYLSULFONYL)OXAZIRIDINE
  • (1S)-(+)-(10-CAMPHORSULFONYL)OXAZIRIDINE
  • (1S)-(+)-(10-CAMPHORSULPHONYL)OXAZIRIDINE
  • (S)-(+)-(CAMPHORSULFONYL)OXAZIRIDINE
  • (S)-2,N-EPOXY-EXO-10,2-BORNANESULTAM
  • (+)-((CAMPHORYL)SULFONYL)OXAZIRIDINE
  • (1S)-(+)-(10-Camphorsulfonyl)oxaziridine (1S)-(+)-2,N-Epoxy-exo-10,2-bornanesultam
  • (+)-(2R,8aS)-(Camphorylsulfonyl)oxaziridine, 99+% ee, 99+%
  • (S)-(+)-(Camphorsulfonyl)Oxazi
  • (1S)-(+)-(10-CAMPHORSULFONYL) OXAZIRINE
  • (2R 8AS)-(+)-(CAMPHORYLSULFONYL)OXAZIRIDINE [ASYMMETRIC OXIDIZING GR]
  • (2R,8aS)-(+)-(Camphorylsulfonyl)oxaziridine [Asymmetric Oxidizing Reagent]
  • (S)-(10-Camphorsulfonyl)oxaziridine,99%e.e.
  • (+)-(2R, 8aS)-(Camphorylsulfonyl)oxaziridine, 99+%, (99+% e.e.)
  • (1S)-(+)-(1-Camphorsulfonyl)oxaziridine
  • (2R,8aS)-(+)-(Camphorylsulfonyl)oxaziridine[AsymmetricOxidizingReagent]&gt
  • 4H-4a,7-Methanooxazirino[3,2-i][2,1]benzisothiazole, tetrahydro-9,9-dimethyl-, 3,3-dioxide, (4aS,7R,8aS)-
  • CAS104322-63-6 (1S)-(+)-(Camphorylsulfonyl)oxaziridine
  • (+)-(2R,8aS)-(Camphorylsulfonyl)oxaziridine
  • (+)-(Camphorsulfonyl)oxaziridine
  • (4aS,7S,8aS)-9,9-dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide
  • (1S,8R)-11,11-dimethyl-5-oxa-3λ?-thia-4-azatetracyclo[6.2.1.0?,?.0?,?]undecane-3,3-dione
  • (1S,8R)-11,11-dimethyl-5-oxa-3λ?-thia-4-azatetracyclo[6.2.1.01,?.0?,?]undecane-3,3-dione
  • CAS:104322-63-6
  • (1<i>S</i>)-(+)-(10-Camphorsulfonyl)oxaziridine
  • (1S)-(+)-(10-Camphorsulfonyl)oxaziridine 98%
  • 104322-63-6
  • C10H15NO3S
  • Hydroxylation
  • Asymmetric Synthesis
  • Sulfur Compounds (for Synthesis)
  • Bicyclic Monoterpenes
  • Oxidation
  • Terpenes
  • Chiral Catalysts, Ligands, and Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Chiral Reagents
  • pharmacetical
  • chiral