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

Catalog Number
ACM104372318-1
Product Name
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine
CAS
104372-31-8
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Synonyms
(-)-(2S,8aR)-(Camphorylsulfonyl)oxaziridine; MFCD00075428; (2S,8aR)-(-)-(Camphorylsulfonyl)oxaziridine; (1R)-(-)-(10-Camphorsulfonyl)oxaziridine; (1R)-(-)-2,N-Epoxy-exo-10,2-bornanesultam; PubChem2437; BCP08111; SC-00185;
IUPAC Name
(1R,8R)-11,11-dimethyl-5-oxa-3λ6-thia-4-azatetracyclo[6.2.1.01,6.04,6]undecane 3,3-dioxide;
Molecular Weight
229.294g/mol
Molecular Formula
C10H15NO3S;
Canonical SMILES
CC1(C2CCC13CS(=O)(=O)N4C3(C2)O4)C;
InChI
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;
Complexity
466
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
2
EC Number
800-131-0
Exact Mass
229.077g/mol
H-Bond Acceptor
4
Heavy Atom Count
15
Monoisotopic Mass
229.077g/mol
Topological Polar Surface Area
58.1A^2
Undefined Atom Stereocenter Count
1
Application
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine is a versatile white crystalline compound utilized in various synthetic applications. It plays a crucial role as a reactant in the asymmetric synthesis of proton pump inhibitors and polyhydroxylated pyrrolidines, as well as aiding in the diastereoselective hydroxylation of chlorophylls a and b enolate anions. Additionally, this compound is employed in impregnated silica nanoparticles for the effective removal of sulfur mustard from wastewater. It is also used to modify blebbistatin for the purpose of advancing research into myosin inhibitor design, highlighting its utility as a valuable synthetic intermediate, particularly for asymmetric hydroxylation processes.
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