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349003 Sigma-Aldrich

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

Synonym: (1R)-(−)-(Camphorylsulfonyl)oxaziridine, (1R)-(−)-2,N-Epoxy-exo-10,2-bornanesultam

  • CAS Number 104372-31-8

  • Empirical Formula (Hill Notation) C10H15NO3S

  • Molecular Weight 229.30

  •  Beilstein/REAXYS Number 6274369

  •  MDL number MFCD00075428

  •  PubChem Substance ID 24861490

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Hydroxylation
InChI Key   GBBJBUGPGFNISJ-JRNSMZEGSA-N
optical activity   [α]20/D −44°, c = 2.2 in chloroform
storage temp.   2-8°C

Description

Application

(1R)-(-)-(10-Camphorsulfonyl)oxaziridine may be used as an oxidant to prepare (S)-(-)-vasicinone via asymmetric oxidation of deoxyvasicinone.

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

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles
Peer-Reviewed Papers
15

References

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