194347-72-3

Basic information

• Product Name: 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide
• Synonyms: 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide
• CAS NO: 194347-72-3
• Molecular Weight: 405.288
• Mol File: 194347-72-3.mol

Chemical Properties

• CAS DataBase Reference: 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide(194347-72-3)
• EPA Substance Registry System: 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide(194347-72-3)

Safety Data

• Hazardous Substances Data: 194347-72-3(Hazardous Substances Data)

Upstream product

• 194347-78-9 2-O-acetyl-1,5-anhydro-3,4-di-O-benzyl-6-deoxy-L-arabino-hex-1-enitol 

Downstream Products

• 194347-81-4 isopropyl 3,4-di-O-benzyl-6-deoxy-β-L-arabino-hexopyranosid-2-ulose 

Relevant articles and documents

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).

Efficient generation of β-L-rhamnosidic linkages via the ulosyl bromide approach

Practical protocols have been developed for the acquisition of ulosyl bromides of type III from L-rhamnose, i.e. 6-deoxy-α-L-arabino-2-ketohexosyl bromides 6-8. They have high potential as indirect β-L-rhamnosyl donors, as they undergo β-specific glycosid