113159-04-9

Basic information

• Product Name: methyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
• CAS NO: 113159-04-9
• Molecular Weight: 323.346
• Mol File: 113159-04-9.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: methyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside(113159-04-9)
• EPA Substance Registry System: methyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside(113159-04-9)

Safety Data

• Hazardous Substances Data: 113159-04-9(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 95341-97-2 methyl-(2-acetylamino-2-deoxy-α-D-gulopyranoside) 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 
• 67-56-1 methanol 
• 6748-94-3 methyl-[O³-acetyl-2-acetylamino-O⁴,O⁶-((R)-benzylidene)-2-deoxy-α-D-altropyranoside] 
• 100638-83-3 methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O--α-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 6082-04-8 methyl 2-acetylamido-2-deoxy-D-glucoside 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 128657-58-9 methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 108-24-7 acetic anhydride 
• 3055-46-7 methyl N-acetyl-D-glucosamine 
• 2595-39-3 methyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside 

Downstream Products

• 17327-09-2 Methyl-2-acetamido-2-deoxy-α-D-altropyranosid 
• 1214746-57-2 methyl 2-acetamido-4,6-O-benzylidene-3-O-(tert-butyldimethylsilyl)-2-deoxy-α-D-glucopyranoside 
• 128657-58-9 methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 

Relevant articles and documents

D-Glucosamine as a novel chiral auxiliary for the stereoselective synthesis of P-stereogenic phosphine oxides

D-Glucosamine was successfully employed as a chiral auxiliary for the enantioselective synthesis of phosphine oxides. The influence of the anomeric position was also investigated and revealed the excellent ability of the α-anomer to perform this transform

Diaminohexopyranosides as ligands in half-sandwich ruthenium(II), rhodium(III), and iridium(III) complexes

The syntheses of methyl 2,3-diamino-4,6-O-benzylidene-2,3-dideoxy-α-d-hexopyranosides of glucose, mannose, gulose, and talose and methyl 2-amino-4,6-benzylidene-2,3-dideoxy-3-tosylamido-α-d-glucopyranoside are exhaustively presented, as well as their application as ligands in half-sandwich ruthenium(II), rhodium(III), and iridium(III) complexes. The complex formation occurs highly diastereoselectively, creating a stereogenic metal center. The molecular structures of the ligands and their complexes were investigated by X-ray structure analysis, NMR spectroscopy, polarimetry, and DFT methods. The diamino monosaccharide complexes have been subjected to antitumor activity studies. In vitro tests of a few ruthenium complexes against different cancer cell types showed antiproliferative activities 4-10 times lower than that of cisplatin.

2,4,6-Trichloro-1,3,5-triazine (TCT) mediated one-pot sequential functionalisation of glycosides for the generation of orthogonally protected monosaccharide building blocks

Orthogonally protected monosaccharide building blocks have been prepared using TCT in a one-pot multicomponent transformation. The process involves successive steps of arylidene acetalation, esterification and regioselective reductive acetal cleavage. High regioselectivity, scope for using a broad range of substrates, functional group tolerance, mild reaction conditions, easy handling process and wide application range are a few advantages of the current process.