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2,3,4,6-tetra-O-acetyl-β-D-mannopyranosylmercaptan is a chemical compound derived from β-D-mannose, a monosaccharide, which has been modified with acetyl groups at the 2, 3, 4, and 6 positions. This modification enhances its reactivity and stability in organic synthesis. 2,3,4,6-tetra-O-acetyl-β-D-mannopyranosylmercaptan features a thiol group, which allows for the formation of disulfide bonds and other sulfur-containing linkages, making it a versatile building block in the synthesis of complex carbohydrates and glycoconjugates.

208341-38-2

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208341-38-2 Usage

Uses

Used in Organic Chemistry:
2,3,4,6-tetra-O-acetyl-β-D-mannopyranosylmercaptan is used as a synthetic intermediate for the preparation of complex carbohydrates and glycoconjugates. Its acetyl-protected structure and thiol functionality enable precise control over the positioning and modification of the thiol group, facilitating the creation of specific molecular structures.
Used in Carbohydrate-Protein Interaction Studies:
In biochemical research, 2,3,4,6-tetra-O-acetyl-β-D-mannopyranosylmercaptan is employed as a tool compound for investigating carbohydrate-protein interactions. Its unique structure allows for the exploration of binding specificities and the development of new methods for studying these interactions.
Used in Glycosylation Process Research:
2,3,4,6-tetra-O-acetyl-β-D-mannopyranosylmercaptan is utilized in the study of glycosylation processes, which are crucial for the function and stability of many biological molecules. Its reactivity and structural features make it a valuable probe for understanding the mechanisms and outcomes of glycosylation reactions.
Used in Pharmaceutical Development:
Although not explicitly mentioned in the provided materials, the compound's potential applications in the pharmaceutical industry could include the development of new drugs targeting carbohydrate-related diseases or the improvement of drug delivery systems through glycosylation.
Used in Analytical Chemistry:
2,3,4,6-tetra-O-acetyl-β-D-mannopyranosylmercaptan could also be used in the development of analytical methods for the detection and quantification of carbohydrates and their derivatives, given its unique chemical properties and reactivity.

Check Digit Verification of cas no

The CAS Registry Mumber 208341-38-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,8,3,4 and 1 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 208341-38:
(8*2)+(7*0)+(6*8)+(5*3)+(4*4)+(3*1)+(2*3)+(1*8)=112
112 % 10 = 2
So 208341-38-2 is a valid CAS Registry Number.

208341-38-2Relevant academic research and scientific papers

Stereoselective Epimerizations of Glycosyl Thiols

Doyle, Lisa M.,O'Sullivan, Shane,Di Salvo, Claudia,McKinney, Michelle,McArdle, Patrick,Murphy, Paul V.

, p. 5802 - 5805 (2017)

Glycosyl thiols are widely used in stereoselective S-glycoside synthesis. Their epimerization from 1,2-trans to 1,2-cis thiols (e.g., equatorial to axial epimerization in thioglucopyranose) was attained using TiCl4, while SnCl4 promoted their axial-to-equatorial epimerization. The method included application for stereoselective β-d-manno- and β-l-rhamnopyranosyl thiol formation. Complex formation explains the equatorial preference when using SnCl4, whereas TiCl4 can shift the equilibrium toward the 1,2-cis thiol via 1,3-oxathiolane formation.

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