Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

349003

Sigma-Aldrich

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

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

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

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCG8311
MKBX0104V
MKBG7335
MKBC5706
03813BJ

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of Optically Active Vasicinone Based on Intramolecular Aza-Wittig Reaction and Asymmetric Oxidation1.
Eguchi S, et al.
The Journal of Organic Chemistry, 61(21), 7316-7319 (1996)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service