CONTACT US

Tel:
Fax:
Address:
Email: For product inquiries or a copy of our product catalog, please use our online system or send an email to .

chemistry partner

(1S)-(10-Camphorsulfonyl)oxaziridine

Catalog Number
ACM104322636-1
Product Name
(1S)-(10-Camphorsulfonyl)oxaziridine
Structure
{[CurrentData.Name]}
CAS
104322-63-6
  • Product Overview
  • Usage
Synonyms
1alpha,7aalpha-Epoxy-3abeta,6beta-isopropylideneoctahydro-2,1-benzoisothiazole 2,2-dioxide; (+)-((CAMPHORYL)SULFONYL)OXAZIRIDINE; (1S)-(+)-2,N-Epoxy-exo-10,2-bornanesultam; ZINC4202596; (camphorylsul-fonyl)oxaziridine; camphor-sulfonyloxaziridine; (1S)-(+)-(10-Camphorsulfonyl)oxaziridine; (+)-(2r,8as)-(camphorsulfonyl)oxaziridine; (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide; GBBJBUGPGFNISJ-YDQXZVTASA-N;
IUPAC Name
(1S,6S,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-YDQXZVTASA-N;
Storage
2-8°C
Complexity
466
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
3
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
Application
(1S)-(10-Camphorsulfonyl)oxaziridine is a versatile synthetic intermediate, presented as a white crystalline powder, that serves multiple purposes in organic synthesis. It plays a crucial role in the enantioselective asymmetric oxidation of prochiral ketone enolates to yield optically active α-hydroxy ketones. Additionally, it facilitates the creation of thymidine oligonucleotides linked through pyrophosphates and contributes significantly to the asymmetric synthesis of proton pump inhibitors, such as (R)-Rabeprazole sodium and (R)-Lansoprazole sodium, from the DBU salt of prochiral sulfides. Furthermore, this compound is instrumental in the preparation of phosphonoacetate and thiophosphonoacetate oligodeoxynucleotides through the oxidation of the corresponding phosphinoacetate, making it a critical component in various synthetic applications.
If you have any other questions or need other size, please get a quote.
  • CAS
  • Size
  • Purity
  • Price
  • Quantity
  • Order
※ Please kindly note that our products are for research use only.

Share

Interested in our Services & Products? Need detailed information?
facebook twitter linkedin

Contact us

Email:
Tel:
Fax:
Address: