136198-40-8

Basic information

• Product Name: methyl 4-O-(2-acetamido-2-deoxy-β-D-galactopyranosyl)-2-acetamido-2-deoxy-β-D-glucopyranoside
• CAS NO: 136198-40-8
• Molecular Weight: 438.432
• Mol File: 136198-40-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: methyl 4-O-(2-acetamido-2-deoxy-β-D-galactopyranosyl)-2-acetamido-2-deoxy-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-O-(2-acetamido-2-deoxy-β-D-galactopyranosyl)-2-acetamido-2-deoxy-β-D-glucopyranoside(136198-40-8)
• EPA Substance Registry System: methyl 4-O-(2-acetamido-2-deoxy-β-D-galactopyranosyl)-2-acetamido-2-deoxy-β-D-glucopyranoside(136198-40-8)

Safety Data

• Hazardous Substances Data: 136198-40-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1040191-39-6 N'-(2-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-D-β-glucopyranoside)-p-toluenesulfono-hydrazide 
• 19272-53-8 methyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 3946-01-8 methyl N-acetyl-β-D-glucosaminide 
• 14948-96-0 p-nitrophenyl 2-acetamido-2-deoxy-β-D-galactopyranoside 
• 108-24-7 acetic anhydride 
• 95590-44-6 (2R,3S,4R,5R,6S)-5-Amino-6-((2R,3S,4R,5R,6R)-5-amino-4-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3,4-diol 
• 40426-22-0 ( Z )-hexadec-9-enoyl chloride 
• 123212-53-3 ethyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-D-glucopyranoside 
• 151342-40-4 methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 115533-35-2 ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 97242-79-0 methyl 3,6-di-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside 
• 130539-43-4 ethyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 99409-33-3 ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside 

Relevant articles and documents

Kinetic Control of Regioselectivity in Glycosidase-catalysed Disaccharide Synthesis: Preparation of 2-Acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-D-glucopyranose (N,N'-diacetylchitobiose) and 2-Acetamido-6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-D-gluco...

During transfer of the N-acetyl-β-D-glucosaminyl (2-acetamido-2-deoxy-β-D-glucopyranosyl)residue from p-nitrophenyl N-acetyl-β-D-glucosaminide (p-nitrophenyl N-2-acetamido-2-deoxy-β-D-glucopyranoside) on to N-acetyl-D-glucosamine (2-acetamido-2-deoxy-D-glucopyranose) catalysed by the N-acetylhexosaminidase from Aspergillus oryzae, the major isomer formed was found to depend on the time course of the reaction, 1 -> 4 transfer predominating while the p-nitrophenyl glycoside was available as donor, but 1 -> 6 transfer when the initially-formed 1 -> 4 product took over as donor, results that could be interpreted in terms of a constant regioselectivity modulated by selective hydrolysis of the products.

COMBINATORIAL LIBRARIES

Synthetic mixtures comprising two or more synthetic oligoglucosamine based derivatives have been found to be useful in agricultural compositions for promoting seed germination. The disclosed synthetic mixtures may be applied to plant propagating materials, including seeds and other regenerable plant parts, including cuttings, bulbs, rhizomes and tubers. They may also be applied to foliage, or soil either prior to or following planting of plant propagating materials. Such applications may be made alone or in combination with fungicides, insecticides, nematicides and other agricultural agents used to improve plant growth and crop yield.

Protecting group free glycosidations using p-toluenesulfonohydrazide donors

(Figure Presented) N-Glycopyranosylsulfonohydrazides are introduced as glycosyl donors for protecting group free synthesis of O-glycosides, glycosyl azides, and oxazolines. Mono- and disaccharides containing a reducing terminal N-acelylglucosamine residue were condensed with p-toluenesulfonylhydrazide to give the desired β-D-pyranose donors. These donors can be activated with NBS and then glycosidated with the desired alcohol or transformed to the oxazoline or glycosyl azide.