104372-31-8 Usage
Description
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine is a white crystalline powder that serves as a valuable synthetic intermediate in various chemical reactions. It is known for its utility in asymmetric hydroxylation processes, which are crucial in the synthesis of complex organic molecules with specific stereochemistry.
Uses
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine is used as a synthetic intermediate for asymmetric hydroxylation in the following applications:
1. Used in Pharmaceutical Industry:
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine is used as a reactant for the asymmetric synthesis of proton pump inhibitors, which are essential medications for treating conditions like acid reflux and peptic ulcers.
2. Used in Chemical Synthesis:
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine is used as a reactant involved in the asymmetric synthesis of polyhydroxylated pyrrolidines, which are important building blocks for various pharmaceuticals and natural products.
3. Used in Environmental Applications:
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine is used in impregnated silica nanoparticles for the removal of sulfur mustard from wastewater, contributing to environmental safety and pollution control.
4. Used in Research and Development:
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine is used to modify blebbistatin, a myosin inhibitor, for investigations in the design of myosin inhibitors, which have potential applications in understanding muscle contraction and developing treatments for related disorders.
5. Used in Chemical Research:
(1R)-(-)-(10-Camphorsulfonyl)oxaziridine is employed for diastereoselective hydroxylation of chlorophylls a and b enolate anions, which is significant for studying the structure and function of these essential pigments in photosynthesis.
Check Digit Verification of cas no
The CAS Registry Mumber 104372-31-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,4,3,7 and 2 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 104372-31:
(8*1)+(7*0)+(6*4)+(5*3)+(4*7)+(3*2)+(2*3)+(1*1)=88
88 % 10 = 8
So 104372-31-8 is a valid CAS Registry Number.
InChI:InChI=1/C11H17NO4S/c1-10(2)8-3-4-11(10,9(13)5-8)6-17(14,15)12-7-16-12/h8H,3-7H2,1-2H3
104372-31-8Relevant articles and documents
Metal-Free Synthesis of the Methanol Solvate of (S)-Omeprazole Potassium Salt Using (1 R)-(-)-10-Camphorsulfonyloxaziridine: Oxidation Process Development and Optical Purity Enhancement Strategy
Delsarte, Christine,Santraine, Romuald,Fours, Baptiste,Petit, Laurent
, p. 321 - 327 (2018)
The results of our process development studies to synthesize the methanol solvate of (S)-omeprazole potassium salt (1) through the enantioselective oxidation of pyrmetazole (2) using (1R)-(-)-10-camphorsulfonyloxaziridine (3) are reported. Optical purity
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.
