22314-39-2

Upstream product

• 112146-85-7 benzyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside 
• 13343-62-9 benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside 
• 221687-36-1 benzyl 2-deoxy-2-[1-(1,3-dimethyl-2,4,6(1H,3H,5H)-trioxopyrimidin-5-ylidene)phenylmethylamino]-α-D-glucopyranoside 
• 109-73-9 N-butylamine 
• 22323-61-1 Methyl 3,4,6-tri-O-methyl-β-D-galactopyranoside 
• 110911-55-2 Methyl 2-O-allyl-3,4,6-tri-O-methyl-β-D-galactopyranoside 
• 110911-48-3 methyl-2-O-(N-imidazolylsulfonyl)-3,4,6-tri-O-methyl-β-D-galactopyranoside 
• 80035-31-0 benzyl 2-phthalimido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 99409-32-2 ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 100-51-6 benzyl alcohol 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 

Downstream Products

• 117701-85-6 ((2S,3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-2-benzyloxy-tetrahydro-pyran-3-yl)-trimethyl-ammonium; bromide 
• 13343-62-9 benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside 
• 791064-18-1 ((2S,3R,4R,5S,6R)-2-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid vinyl ester 
• 1372616-70-0 benzyl 2-deoxy-4,6-O-benzylidene-3-O-(2,2,2-trichloro-ethoxycarbonyl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-α-D-glucopyranoside 
• 1372616-71-1 1,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-ethoxycarbonyl)-2-(2,2,2-trichloro-ethoxy-carbonylamino)-α-D-glucopyranoside 
• 1372616-72-2 1,6-di-O-benzyl-4-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloro-ethoxycarbonylamino)-α-D-glucopyranosyl]-3-O-(2,2,2-trichloro-ethoxycarbonyl)-2-deoxy-2-(2,2,2-trichloro-ethoxy-carbonylamino)-α-D-glucopyranoside 
• 1372616-73-3 1,6-Di-O-benzyl-4-O-[3,4,6-tri-O-acetyl-2-acetamido-α-D-glucopyranosyl]-2-acetamido-α-D-glucopyranoside 
• 176019-96-8 benzyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloro-ethoxycarbonylamino)-α-D-glucopyranoside 
• 10375-65-2 benzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 3055-51-4 benzyl 2-acetamido-2-deoxy-β-D-glucopyranoside 
• 110911-57-4 benzyl-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-talopyranoside 
• 1008165-70-5 benzyl 2-(N-acetyl-L-cysteinyl)amino-2-deoxy-α-D-glucopyranoside 

Relevant academic research and scientific papers

Nickel(II) complexes with Schiff-base ligands derived from epimeric pyranose backbones as 2,3-chelators: modeling the coordination chemistry of chitosan

Two mononuclear nickel(II) complexes with Schiff-base ligands derived from the epimeric sugars glucosamine and mannosamine have been synthesized. The X-ray crystal structure reveals a distorted octahedral geometry at the nickel(II) ions with an N4/s

Anti-cancer properties and catalytic oxidation of sulfides based on vanadium(V) complexes of unprotected sugar-based Schiff-base ligands

In this article, benzyl 2-deoxy-2-salicylideneamino-α-D-glucopyranoside (H2SalHGlc), a sugar-based Schiff-base ligand, as well as four of its derivatives including H2Sal5-BrGlc, H2Sal3,5-tBu/sup

Design, synthesis, and antifouling activity of glucosamine-based isocyanides

Biofouling, an undesirable accumulation of organisms on sea-immersed structures such as ship hulls and fishing nets, is a serious economic issue whose effects include oil wastage and clogged nets. Organotin compounds were utilized since the 1960s as an antifouling material; however, the use of such compounds was later banned by the International Maritime Organization (IMO) due to their high toxicity toward marine organisms, resulting in masculinization and imposex. Since the ban, there have been extensive efforts to develop environmentally benign antifoulants. Natural antifouling products obtained from marine creatures have been the subject of considerable attention due to their potent antifouling activity and low toxicity. These antifouling compounds often contain isocyano groups, which are well known to have natural antifouling properties. On the basis of our previous total synthesis of natural isocyanoterpenoids, we envisaged the installation of an isocyano functional group onto glucosamine to produce an environmentally friendly antifouling material. This paper describes an effective synthetic method for various glucosamine-based isocyanides and evaluation of their antifouling activity and toxicity against cypris larvae of the barnacle Amphibalanus amphitrite. Glucosamine isocyanides with an ether functionality at the anomeric position exhibited potent antifouling activity, with EC50 values below 1 μg/mL, without detectable toxicity even at a high concentration of 10 μg/mL. Two isocyanides had EC50 values of 0.23 and 0.25 μg/mL, comparable to that of CuSO4, which is used as a fouling inhibitor (EC50 = 0.27 μg/mL).

Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis

Hydrazinolysis of unactivated amide bonds is significantly accelerated by the addition of ammonium salts. The reactions proceed at 50-70 °C to give amines with broad substrate scope that outperforms existing amide bond cleavage reactions. Application to peptide and amino sugar derivatives is also demonstrated. This journal is

Cross-functionalities of Bacillus deacetylases involved in bacillithiol biosynthesis and bacillithiol-S-conjugate detoxification pathways

BshB, a key enzyme in bacillithiol biosynthesis, hydrolyses the acetyl group from N-acetylglucosamine malate to generate glucosamine malate. In Bacillus anthracis, BA1557 has been identified as the N-acetylglucosamine malate deacetylase (BshB); however, a

Synthesis of a 3-hydroxyl-free N-acetyl glucosamine disaccharide

A simple and alternative route to a versatile N-acetyl glucosamine disaccharide building block was developed, possessing a free 3-hydroxyl group. In this strategy, the 2,2,2-trichloro-ethoxy carbonyl (Troc) group was used as an amino-and 3-hydroxyl-protec

Mycothiol disulfide reductase: Solid phase synthesis and evaluation of alternative substrate analogues

A solid phase synthesis of des-myo-inositol mycothiol disulfide and its alpha-configured methyl- and benzyl-glycoside derivatives has been developed. Kinetic characterisation of these compounds has demonstrated their viability as alternative substrates for use in mycothiol disulfide reductase enzyme assays. This journal is The Royal Society of Chemistry.

Protecting and linking groups for organic synthesis on solid supports

This invention relates to methods for synthesis of organic compounds, and in particular to compounds useful as protecting and linking groups for use in the synthesis of peptides, oligosaccharides, glycopeptides and glycolipids. The invention provides prot

Chemical synthesis of N-acetylglucosamine derivatives and their use as glycosyl acceptors by the Mesorhizobium loti chitin oligosaccharide synthase NodC

Rhizobial bacteria synthesize lipo-chitin oligosaccharide signal molecules (Nod factors) that are essential for the formation of symbiotic organs on the roots of host plants, a process known as nodulation. Biosynthesis of the chitin oligosaccharide moiety

UEBER EINE UNGEWOEHNLICHE REAKTION DER 2-DESOXY-2-TRIMETHYLAMMONIO-D-GLUCOSE

The alkaline hydrolysis of 2-deoxy-1,3,4,6-tetra-O-acetyl-2-trimethylammonio-α-D-glucopyranose chloride leads to an unexpected product.Contrary to the hydrolysis under acidic conditions yielding 2-deoxy-2-trimethylammonio-D-glucose we obtained the corresponding 3,6-anhydro derivative by reaction with sodium hydroxide or ammonia in methanol.