61198-82-1

Basic information

• Product Name: 2,3,4-tri-O-benzoyl-6-deoxy-α-L-glucopyranosyl bromide
• Synonyms: 2,3,4-tri-O-benzoyl-6-deoxy-α-L-glucopyranosyl bromide
• CAS NO: 61198-82-1
• Molecular Weight: 539.379
• Mol File: 61198-82-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,3,4-tri-O-benzoyl-6-deoxy-α-L-glucopyranosyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-tri-O-benzoyl-6-deoxy-α-L-glucopyranosyl bromide(61198-82-1)
• EPA Substance Registry System: 2,3,4-tri-O-benzoyl-6-deoxy-α-L-glucopyranosyl bromide(61198-82-1)

Safety Data

• Hazardous Substances Data: 61198-82-1(Hazardous Substances Data)

Upstream product

• 3615-41-6 L-Rhamnose 
• 98-88-4 benzoyl chloride 
• 84635-55-2 methyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside 
• 115678-19-8 methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside 
• 615541-06-5 1,2,3,4-tetra-O-benzoyl-6-deoxy-β-L-glucopyranose 
• 73-34-7 L-rhamnose 
• 6155-35-7 L-rhamnose monohydrate 
• 61198-83-2 1,2,3,4-tetra-O-benzoyl-6-desoxy-α-L-mannopyranose 
• 115678-08-5 methyl 1-thio-α-L-rhamnopyranoside 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-rhamnopyranose 

Downstream Products

• 194411-62-6 1,5-anhydro-2,3,4-tri-O-benzoyl-6-deoxy-L-arabino-hex-1-enitol(3,4-di-O-benzoyl-2-benzoyloxy-L-rhamnal) 
• 135129-62-3 methyl 3,4-di-O-benzoyl-2-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 146934-34-1 2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride 
• 194347-80-3 isopropyl 3,4-di-O-benzoyl-6-deoxy-β-L-arabino-hexopyranosid-2-ulose 
• 194347-71-2 3,4-di-O-benzoyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide 
• 850430-63-6 2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester 
• 850430-61-4 (2S,3S,4R,5S,6S)-3,4,5-Tris-benzyloxy-2-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran 
• 868621-71-0 (Z)-3-hexenyl 2,3,4,2',3',4'-O-hexabenzoyl-α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranoside 
• 850430-60-3 C₃₅H₃₂O₉ 
• 335591-64-5 diosgenyl 2,3,4-tri-O-benzoyl-α–L-rhamnopyranosyl-(1→2)-3,6-di-O-pivaloyl-β-D-glucopyranoside 

Relevant articles and documents

Stereoselective Epimerizations of Glycosyl Thiols

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.

Efficient generation of β-L-rhamnosidic linkages by the 2-ulosyl donor approach: Synthesis of a trisaccharide with a central β-L-rhamnose unit

Practical procedures for the production of variously blocked 6-deoxy-α-L-arabino-2-ketohexosyl bromides from L-rhamnose have been developed. These compounds are highly useful as indirect β-L-rhamnosyl donors: they undergo β-specific glycosidations under Koenigs-Knorr conditions, and the 2-keto group of the resulting 6-deoxy-β-L-hexosiduloses is reduced with high β-L-rhamno selectivity. The straightforward application of this 2-ulosyl donor approach for the synthesis of β-L-rhamnose-containing di- and trisaccharides is demonstrated. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

Synthesis of 2-O-alpha-L-rhamnopyranosyl-beta-L-quinovopyranose.

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