104322-63-6 Usage
Uses
Used in Pharmaceutical Industry:
(1S)-(+)-(Camphorylsulfonyl)oxaziridine is used as a synthetic intermediate for the asymmetric synthesis of proton pump inhibitors such as (R)-Rabeprazole sodium and (R)-Lansoprazole sodium. This application is crucial for the development of effective medications to treat gastrointestinal disorders.
Used in Organic Chemistry:
(1S)-(+)-(Camphorylsulfonyl)oxaziridine is used as a reagent for the enantioselective asymmetric oxidation of prochiral ketone enolates, resulting in the formation of optically active α-hydroxy ketones. This process is vital for the synthesis of chiral compounds with specific biological activities.
Used in Nucleic Acid Chemistry:
(1S)-(+)-(Camphorylsulfonyl)oxaziridine is used in the synthesis of thymidine oligonucleotides connected through pyrophosphates. This application is significant for the development of novel nucleic acid-based therapeutics and diagnostic tools.
Used in Oligodeoxynucleotide Synthesis:
(1S)-(+)-(Camphorylsulfonyl)oxaziridine is used as an oxidizing agent in the preparation of phosphonoacetate and thiophosphonoacetate oligodeoxynucleotides by oxidizing the corresponding phosphinoacetate. This process is essential for the development of new antiviral agents and the study of nucleic acid structure and function.
Check Digit Verification of cas no
The CAS Registry Mumber 104322-63-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,4,3,2 and 2 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 104322-63:
(8*1)+(7*0)+(6*4)+(5*3)+(4*2)+(3*2)+(2*6)+(1*3)=76
76 % 10 = 6
So 104322-63-6 is a valid CAS Registry Number.
InChI:InChI=1/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
104322-63-6Relevant academic research and scientific papers
Mergelsberg,Gala,Scherer,DiBenedetto,Tanner
, p. 161 - 164 (1992)
A convenient, efficient procedure for the large scale synthesis of chiral oxidizing reagents (+), and (-)-((8,8-dichlorocamphory)sulfonyl)oxaziridine, 5, as well as of 8,8 unsubstituted (+), and (-) (camphoryl)sulfonyl oxaziridine, 4, from (+), or (-) (camphoryl)imine, 2, in step yields of 83% to 95%, is reported.
Asymmetric Oxidation of Ester and Amide Enolates Using New (Camphorylsulfonyl)oxaziridines
Davis, Franklin A.,Haque, M. Serajul,Ulatowski, Terrance G.,Towson, James C
, p. 2402 - 2404 (2007/10/02)
The first asymmetric oxidation of ester and amide lithium enolates 5 to optically active α-hydroxycarbonyl compounds 6 is reported using new, easily prepared, stable (camphorylsulfonyl)oxaziridines (+)-(2R,8aS)-3 and (-)-(2S,8aR)-4.Either enantiomer of 6 can be readily obtained because the configuration of the oxaziridine three-membered ring determines the product stereochemistry.
