104322-63-6 Usage
Chemical Properties
(1S)-(+)-(Camphorylsulfonyl)oxaziridine is white crystall powder
Uses
Different sources of media describe the Uses of 104322-63-6 differently. You can refer to the following data:
1. (1S)-(+)-(10-Camphorsulfonyl)oxaziridine can be used:To convert prochiral ketone enolates into optically active α-hydroxy ketones via enantioselective asymmetric oxidation.In the synthesis of thymidine oligonucleotides connected through pyrophosphates.In the asymmetric synthesis of proton pump inhibitors like (R)-Rabeprazole sodium and (R)-Lansoprazole sodium from the corresponding DBU salt of prochiral sulfide.In the preparation of phosphonoacetate and thiophosphonoacetate oligodeoxynucleotides by oxidizing the corresponding phosphinoacetate.
2. (1S)-(+)-(Camphorylsulfonyl)oxaziridine is a useful synthetic intermediate. Used for asymmetric hydroxylation
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 articles and documents
A convenient, improved synthesis of (camphoryl)sulfonyl oxaziridines
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.
