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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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