191546-20-0

Upstream product

• 73-34-7 D-rhamnose 
• 100-51-6 benzyl alcohol 
• 117370-99-7 phenylmethyl 6-deoxy-6-iodo-α-D-mannopyranoside 
• 530-26-7 D-Mannose 
• 15548-45-5 (2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol 
• 117371-06-9 benzyl 6-O-p-toluenesulfonyl-α-D-mannopyranoside 

Downstream Products

• 68124-06-1 benzyl 2,3-O-isopropylidene-α-D-rhamnopyranoside 
• 1284280-81-4 benzyl 2,3-O-isopropylidene-4-O-triflate-α-D-rhamnopyranoside 
• 1284280-82-5 benzyl 4-O-triflate-α-D-rhamnopyranoside 
• 1284280-83-6 benzyl 3,4-anhydro-6-deoxy-α-D-talopyranoside 
• 1284280-84-7 benzyl 2-O-acetyl-3,4-anhydro-6-deoxy-α-D-talopyranoside 
• 1284280-85-8 benzyl 3,4-anhydro-2-O-benzoyl-6-deoxy-α-D-talopyranoside 
• 1284280-86-9 benzyl 4-azido-4-deoxy-α-D-rhamnopyranoside 
• 1284280-87-0 benzyl 4-azido-2-O-benzoyl-4-deoxy-α-D-rhamnopyranoside 

Relevant academic research and scientific papers

Efficient enzymatic synthesis of guanosine 5′-diphosphate-sugars and derivatives

An N-acetylhexosamine 1-kinase from Bifidobacterium infantis (NahK-15697), a guanosine 5′-diphosphate (GDP)-mannose pyrophosphorylase from Pyrococcus furiosus (PFManC), and an Escherichia coli inorganic pyrophosphatase (EcPpA) were used efficiently for a one-pot three-enzyme synthesis of GDP-mannose, GDP-glucose, their derivatives, and GDP-talose. This study represents the first facile and efficient enzymatic synthesis of GDP-sugars and derivatives starting from monosaccharides and derivatives.

An efficient synthesis of selectively functionalized D-rhamnose derivatives

D-Rhamnose is an important component of bacterial lipopolysaccharides. This paper describes a short and highly efficient synthesis of D-rhamnose from D-mannose. The synthesis of selectively C-4 modified d-rhamnosides and 6-deoxy-D-talosides as potential building blocks for complex oligosaccharide synthesis is also discussed.

On the regioselectivity of the protease subtilisin towards the acylation of enantiomeric pairs of benzyl and naphthyl glycopyranosides. Part 2

Subtilisin-catalyzed esterification of several enatiomeric benzyl and naphthyl glycopyranosides has been investigated. The D-sugar derivatives were all good substrates and subtilisin regioselectivity was similar with all the compounds tested, the 3-OH being acylated predominantly. On the other hand, most of the L-glycopyranosides were transformed during longer reaction times with a lower regioselectivity, the 2-OH being preferentially but not exclusively acylated.