349003

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

• Synonym(s): (1R)-(−)-(Camphorylsulfonyl)oxaziridine, (1R)-(−)-2,N-Epoxy-exo-10,2-bornanesultam
• Empirical Formula (Hill Notation): C₁₀H₁₅NO₃S
• CAS Number: 104372-31-8
• Molecular Weight: 229.30
• Beilstein: 6274369
• MDL number: MFCD00075428
• UNSPSC Code: 12352005
• PubChem Substance ID: 24861490
• NACRES: NA.22

Properties

• form: powder
• optical activity: [α]20/D −44°, c = 2.2 in chloroform
• storage temp.: 2-8°C
• SMILES string: [H][C@@]12CC[C@@]3(CS(=O)(=O)N4OC34C1)C2(C)C
• InChI: 1S/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?/m1/s1
• InChI key: GBBJBUGPGFNISJ-JRNSMZEGSA-N

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable