17327-07-0

Basic information

• Product Name: 1-O-Methyl-2-(acetylamino)-4-O,6-O-benzylidene-2-deoxy-α-D-altropyranose
• Synonyms: 1-O-Methyl-2-(acetylamino)-4-O,6-O-benzylidene-2-deoxy-α-D-altropyranose;Nsc212135
• CAS NO: 17327-07-0
• Molecular Formula: C₁₆H₂₁NO₆
• Molecular Weight: 323.341
• Mol File: 17327-07-0.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 579.4°Cat760mmHg
• Flash Point: 304.2°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 2.9E-14mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: 1-O-Methyl-2-(acetylamino)-4-O,6-O-benzylidene-2-deoxy-α-D-altropyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-Methyl-2-(acetylamino)-4-O,6-O-benzylidene-2-deoxy-α-D-altropyranose(17327-07-0)
• EPA Substance Registry System: 1-O-Methyl-2-(acetylamino)-4-O,6-O-benzylidene-2-deoxy-α-D-altropyranose(17327-07-0)

Safety Data

• Hazardous Substances Data: 17327-07-0(Hazardous Substances Data)

Usage

Molecular structure

1-O-Methyl-2-(acetylamino)-4-O,6-O-benzylidene-2-deoxy-α-D-altropyranose consists of an altropyranose ring with various functional groups attached to it.

Altropyranose ring

A type of sugar molecule that forms the core structure of the compound.

Methyl group

A small alkyl group attached at the 1-position of the altropyranose ring.

Acetylamino group

A functional group containing an amide bond connected to an acetyl group, attached at the 2-position of the altropyranose ring.

Benzylidene group

An aromatic group derived from benzene, attached to the 4and 6-positions of the altropyranose ring.

Stereochemistry

The compound has the α-configuration, meaning the hydroxyl group at the anomeric center (the 1-position) is in the alpha position.

Derivative of altropyranose

1-O-Methyl-2-(acetylamino)-4-O,6-O-benzylidene-2-deoxy-α-D-altropyranose is a modified version of the natural sugar molecule altropyranose, with additional functional groups.

Pharmaceuticals

As a building block for drug development or as a target for drug interactions.

Food

As a sweetener or flavor enhancer in food products.

Materials science

As a component in the synthesis of advanced materials or as a functional group in self-assembling structures.

Target for further chemical modification

The compound's structure and functional groups make it an attractive target for additional chemical modifications, allowing for the synthesis of related analogs for research and industrial use.

InChI:InChI=1/C16H21NO6/c1-9(18)17-12-13(19)14-11(22-16(12)20-2)8-21-15(23-14)10-6-4-3-5-7-10/h3-7,11-16,19H,8H2,1-2H3,(H,17,18)

Upstream product

• 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 
• 3055-46-7 methyl N-acetyl-D-glucosamine 
• 128657-58-9 methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 108-24-7 acetic anhydride 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 6038-60-4 methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-altropyranoside 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 

Downstream Products

• 100638-83-3 methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O--α-D-glucopyranoside 
• 128657-58-9 methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 481052-23-7 methyl O-(3,4-di-O-acetyl-2-O-benyzl-α-L-fucopyranosyl)-(1->3)-2-acetamido-2-deoxy-6-O-(2,2,2-trichloroethoxycarbonyl)-α-D-glucopyranoside 
• 481052-22-6 methyl O-(3,4-di-O-acetyl-2-O-benyzl-α-L-fucopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside 
• 354986-52-0 methyl 2-acetamido-2-deoxy-4-O-benzyl-3-O-(2-picolinyl)-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->6)-α-D-glucopyranoside 
• 354986-46-2 methyl N-acetyl-N-benzyl-2-amino-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside 
• 354986-43-9 methyl N,N-diacetyl-2-amino-2-deoxy-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside 

Relevant articles and documents

Ultrasonication-Assisted Synthesis of a d-Glucosamine-Based β-CD Inclusion Complex and Its Application as an Aqueous Heterogeneous Organocatalytic System

For the first time, an inclusion complex has been crafted between a carbohydrate-based molecule and a β-cyclodextrin (CD) hydrophobic cavity for asymmetric catalytic applications. This novel d-glucosamine-based inclusion compound has been synthesized in h

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.