5344-58-1 Usage
Uses
Used in Pharmaceutical Industry:
[1R-(endo,anti)]-3-bromo-2-oxobornane-8-sulphonic acid is used as a chiral reagent for optical resolution. Its application in this industry is crucial for the separation of enantiomers, which are essential in the development of single-enantiomer drugs. These pure forms of enantiomers can have significant differences in their pharmacological effects, making the use of this reagent vital for ensuring the safety and efficacy of medications.
Used in Chemical Synthesis:
In the field of chemical synthesis, [1R-(endo,anti)]-3-bromo-2-oxobornane-8-sulphonic acid serves as a valuable chiral reagent. It is employed in the synthesis of various enantiomerically pure compounds, which are important in the development of new drugs, agrochemicals, and other specialty chemicals. The reagent's ability to facilitate the formation of specific enantiomers makes it a valuable tool in the creation of high-quality products with desired properties.
Used in Analytical Chemistry:
[1R-(endo,anti)]-3-bromo-2-oxobornane-8-sulphonic acid is also used in analytical chemistry as a chiral selector. It is employed in techniques such as chiral chromatography and capillary electrophoresis to separate and analyze enantiomers in complex mixtures. This application is particularly important in the quality control and authentication of chiral compounds, as well as in the study of their interactions with biological systems.
Purification Methods
Crystallise the acid from water. The ammonium salt has m 268-207o, []D +81.9o (c 2.2, H2O). [Kauffman J Prakt Chem 33 95 1966.] 1R(endo, anti)-3-Bromocamphor-8-sulfonic acid ammonium salt See entry in “Metal-organic compounds”, Chapter 5.
Check Digit Verification of cas no
The CAS Registry Mumber 5344-58-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,4 and 4 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5344-58:
(6*5)+(5*3)+(4*4)+(3*4)+(2*5)+(1*8)=91
91 % 10 = 1
So 5344-58-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H15BrO4S/c1-9-4-3-6(7(11)8(9)12)10(9,2)5-16(13,14)15/h6-7H,3-5H2,1-2H3,(H,13,14,15)
5344-58-1Relevant academic research and scientific papers
Preliminary investigations on novel camphor-derived chiral sulfones: Completely stereoselective formation of tricyclic β-hydroxy sulfones from 8- and 10-functionalized camphor derivatives
Lewis, Frank W.,McCabe, Thomas C.,Grayson, David H.
supporting information; experimental part, p. 7517 - 7528 (2011/10/12)
Some camphor-derived chiral allylic and benzylic sulfones in which the sulfonyl group is located at the C-10, C-9 or C-8 methyl groups of (+)-camphor were synthesized. The C-9 and C-8 substituted sulfones were obtained via Wagner-Meerwein rearrangements of the bicyclic camphor framework. On treatment with LDA, the C-10 and C-8 substituted sulfones cyclized with complete stereoselectivity, affording tricyclic β-hydroxy sulfones whose relative configurations were determined by X-ray crystallography. Tricyclic sulfones 23 and 24 underwent both β-elimination and retro-aldol reactions on further exposure to base. Reduction of the carbonyl group of the C-10 substituted sulfones afforded exo-configured isobornyl sulfones with high stereoselectivity. Reaction of the lithiated isobornyl benzyl sulfone 32 with benzaldehyde generated all four of the possible product diastereomers, of which three were isolated pure by chromatography. Attempted desulfonylation of these diastereomers failed to generate the desired optically active homobenzylic alcohols but the same sulfonyl carbanion trapping/desulfonylation sequence was successful in a model achiral series of compounds.
