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(1R)-(-)-(10-Camphorsulfonyl)oxaziridine

(1R)-(-)-(10-Camphorsulfonyl)oxaziridine Structure
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine
  • CAS No.104372-31-8
  • Chemical Name:(1R)-(-)-(10-Camphorsulfonyl)oxaziridine
  • CBNumber:CB9768000
  • Molecular Formula:C10H15NO3S
  • Formula Weight:229.3
  • MOL File:104372-31-8.mol
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine Property
  • Melting point 170-174 °C
  • Boiling point 317.6±25.0 °C(Predicted)
  • alpha -46.6 º (c=2, CHCl3 25 ºC)
  • Density 1.2486 (rough estimate)
  • refractive index 1.5060 (estimate)
  • Flash point 170℃
  • storage temp. 2-8°C
  • solubility Chloroform (Slightly), Methanol (Slightly)
  • pka -11.75±0.40(Predicted)
  • form Powder
  • color White
  • optical activity [α]20/D 44°, c = 2.2 in chloroform
  • BRN 6274369
  • CAS DataBase Reference 104372-31-8(CAS DataBase Reference)
  • UNSPSC Code 12352005
  • NACRES NA.22
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H302-H315-H319-H335
  • Precautionary statements P261-P280-P301+P312-P302+P352-P305+P351+P338
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine Price More Price(4)
  • Brand: Sigma-Aldrich
  • Product number: 349003
  • Product name : (1R)-(−)-(10-Camphorsulfonyl)oxaziridine
  • Purity: 
  • Packaging: 1G
  • Price: ₹8350
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: 349003
  • Product name : (1R)-(−)-(10-Camphorsulfonyl)oxaziridine
  • Purity: 
  • Packaging: 1G
  • Price: ₹8350
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: TCI Chemicals (India)
  • Product number: C1327
  • Product name : (2S,8aR)-(-)-(Camphorylsulfonyl)oxaziridine [Asymmetric Oxidizing Reagent]
  • Purity: 
  • Packaging: 1G
  • Price: ₹6200
  • Updated: 2022/05/26
  • Buy: Buy
  • Brand: TCI Chemicals (India)
  • Product number: C1327
  • Product name : (2S,8aR)-(-)-(Camphorylsulfonyl)oxaziridine [Asymmetric Oxidizing Reagent]
  • Purity: 
  • Packaging: 5G
  • Price: ₹14500
  • Updated: 2022/05/26
  • Buy: Buy

(1R)-(-)-(10-Camphorsulfonyl)oxaziridine Chemical Properties,Usage,Production

  • Chemical Properties White crystalline powder
  • Uses Reactant involved in:
    • Asymmetric synthesis of proton pump inhibitors
    • Asymmetric synthesis of polyhydroxylated pyrrolidines
    • Diastereoselective hydroxylation of chlorophylls a and b enolate anions

    Used in impregnated silica nanoparticles for removal of sulfur mustard from wastewater

    Used to modify blebbistatin for investigations of myosin inhibitor design
  • Uses (1R)-(-)-(10-Camphorsulfonyl)oxaziridine is a useful synthetic intermediate. Used for asymmetric hydroxylation.
  • 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.
    (1R)-(-)-(10-Camphorsulfonyl)oxaziridine
  • Synthesis (1R)-(-)-(10-Camphorsulfonyl)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.
  • 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.
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine Preparation Products And Raw materials
Raw materials
Preparation Products
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(1R)-(-)-(10-Camphorsulfonyl)oxaziridine Spectrum
104372-31-8, (1R)-(-)-(10-Camphorsulfonyl)oxaziridineRelated Search:
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  • (1<I>R</I>)-(-)-(10-樟脑磺)哑嗪
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  • (-)樟脑磺哑嗪
  • (-)樟脑磺酰啶
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  • (1R)-(-)-樟脑磺哑嗪
  • (1R)-(-)-10-樟脑磺哑嗪 100G
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  • (2S,8AR)-(-)-(樟脑磺酰)哑嗪,98%
  • 樟脑磺酸啶
  • (1R)-(-)-10-樟脑磺哑嗪
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  • 104372-31-8
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