33985-27-2

Usage

Chemical structure

A hexose ring with three acetyl groups attached at the 1st, 3rd, and 4th positions.

Derivative of

Dideoxyhexopyranose, a type of sugar.

Acetyl groups

Important for protecting the sugar molecule from degradation and altering its physical and chemical properties.

Usage

Commonly used in organic synthesis and as a building block for the synthesis of more complex molecules.

Bond formation

Ability to form glycosidic bonds and participate in various reactions.

Applications

Valuable intermediate in the production of pharmaceuticals, natural products, and other organic compounds.

Upstream product

• 2053-00-1 2,6-dideoxy-D-xylo-hexose 
• 108-24-7 acetic anhydride 
• 155154-09-9 (2R,3S,4S)-hept-6-ene-2,3,4-triol 
• 77068-14-5 methyl 2,3,6-trideoxy-4-O-(3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-3-(trifluoroacetamido)-β-L-lyxo-hexopyranoside 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-fucopyranose 
• 16741-27-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide 
• 64-19-7 acetic acid 
• 54621-94-2 3,4-di-O-acetyl-L-fucal 

Downstream Products

• 230634-88-5 2,6-dichlorophenyl 3,4-di-O-acetyl-2,6-dideoxy-1-thio-α-L-galactopyranoside 
• 230634-92-1 2,6-dichlorophenyl<4-O-acetyl-2,6-dideoxy-3-O-(4-methoxybenzyl)-α-L-galactopyranosyl>-(1->4)-2,6-dideoxy-3-O-(4-methoxybenzyl)-1-thio-α-L-galactopyranoside 
• 230634-85-2 2,6-dichlorophenyl<2,6-dideoxy-3-O-(4-methoxybenzyl)-α-L-galactopyranosyl>-(1->4)-2,6-dideoxy-3-O-(4-methoxybenzyl)-1-thio-α-L-galactopyranoside 
• 230634-89-6 2,6-dichlorophenyl 2,6-dideoxy-3-O-(4-methoxybenzyl)-1-thio-α-L-galactopyranoside 
• 230634-93-2 2,6-dichlorophenyl 2,6-dideoxy-1-thio-α-L-galactopyranoside 

Relevant academic research and scientific papers

Excited-State Palladium-Catalyzed 1,2-Spin-Center Shift Enables Selective C-2 Reduction, Deuteration, and Iodination of Carbohydrates

Excited-state catalysis, a process that involves one or more excited catalytic species, has emerged as a powerful tool in organic synthesis because it allows access to the excited-state reaction landscape for the discovery of novel chemical reactivity. Herein, we report the first excited-state palladium-catalyzed 1,2-spin-center shift reaction that enables site-selective functionalization of carbohydrates. The strategy features mild reaction conditions with high levels of regio- and stereoselectivity that tolerate a wide range of functional groups and complex molecular architectures. Mechanistic studies suggest a radical mechanism involving the formation of hybrid palladium species that undergoes a 1,2-spin-center shift followed by the reduction, deuteration, and iodination to afford functionalized 2-deoxy sugars. The new reactivity will provide a general approach for the rapid generation of natural and unnatural carbohydrates.

METHODS AND COMPOSITIONS FOR MAKING ANTIBODIES AND ANTIBODY DERIVATIVES WITH REDUCED CORE FUCOSYLATION

The invention provides methods and compositions for preparing antibodies and antibody derivatives with reduced core fucosylation.

METHODS AND COMPOSITIONS FOR MAKING ANTIBODIES AND ANTIBODY DERIVATIVES WITH REDUCED CORE FUCOSYLATION

The invention provides methods and compositions for preparing antibodies and antibody derivatives with reduced core fucosylation.

Methods and compositions for making antibodies and antibody derivatives with reduced core fucosylation

The invention provides methods and compositions for preparing antibodies and antibody derivatives with reduced core fucosylation.

Indium-Mediated Allylation of Aldehydes: A Convenient Route to 2-Deoxy and 2,6-Dideoxy Carbohydrates

The allylation of protected polyhydroxy aldehydes 1 and 14 has been achieved by indium metal with ultrasound promotion generating the diastereomeric pair of homoallylic polyols 3, 4 and 16, 17 respectively with moderate to good stereoselectivity.Pursuing this allylation strategy with the corresponding deprotected polyhydroxy aldehydes led to the same pair of homoallylic polyols but with a quite different ratio of the diastereomers generated.The polyols were further transformed to 2-deoxy (5 and 6) and 2,6-dideoxy (18 and 19) carbohydrates by ozonolysis.