Skip to Content
Merck
All Photos(1)

Documents

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

Related Categories

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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