4338-42-5

Upstream product

• 2460-42-6 methyl-β-D-ribo-hexapyranoside-3-ulose 
• 709-50-2 methyl beta-D-glucopyranoside 
• 686298-97-5 methyl-3-amino-β-D-ribohexapyranoside 
• 108-24-7 acetic anhydride 
• 60844-86-2 (E/Z)-methyl-3-O-methyloxime-β-D-ribohexapyranoside 
• 14133-36-9 methyl-β-kanopyranosaminide 

Downstream Products

• 2595-38-2 Methyl-(3-acetamino-3-deoxy-2,4,6-tri-O-acetyl-α-D-glucopyranosid) 

Relevant academic research and scientific papers

SELECTIVE OXIDATION OF CARBOHYDRATES

The invention relates to the field of carbohydrate chemistry. Provided is a process for the regioselective oxidation of a single secondary hydroxy function of a carbohydrate substrate comprising two or more secondary hydroxy functions, comprising contacting the carbohydrate substrate in a solvent in the presence of a transition metal catalyst complex with an oxidizing agent to yield a mono-oxidized carbohydrate.

A stereocontrolled synthesis of 3-acetamido-1,3,5-trideoxy- and 1,3,5,6-tetradeoxy-1,5-imino-d-glucitol

3-Acetamido-5-amino-3,5,6-trideoxy-d-glucono-1,5-lactam and 3-acetamido-5-amino-3,5-dideoxy-d-glucono-1,5-lactam were synthesized from corresponding 3-acetamido-3-deoxy-β-d-glucopyranosides in 63% and 35% overall yield, respectively. Acetylation followed by reduction led to the title 3-acetamido-3-deoxy derivatives of both deoxynojirimycin and 1,6-dideoxynojirimycin. The procedure developed is useful for a multi-gram scale.