6619-04-1

Basic information

• Product Name: α-D-Glucopyranoside, Methyl 2-(acetylaMino)-2-deoxy-4,6-O-(phenylMethylene)-
• Synonyms: α-D-Glucopyranoside, Methyl 2-(acetylaMino)-2-deoxy-4,6-O-(phenylMethylene)-;Methyl 2-acetamido-2-deoxy-4,6-O-benzylidene-alpha-D-glucopyranoside;Methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-alpha-D-glucopyranoside;NSC 75588;1-[4-hydroxy-3-trityloxy-5-(trityloxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• CAS NO: 6619-04-1
• Molecular Formula: C₁₆H₂₁NO₆
• Molecular Weight: 323.34104
• Mol File: 6619-04-1.mol
• Article Data: 22

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: α-D-Glucopyranoside, Methyl 2-(acetylaMino)-2-deoxy-4,6-O-(phenylMethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: α-D-Glucopyranoside, Methyl 2-(acetylaMino)-2-deoxy-4,6-O-(phenylMethylene)-(6619-04-1)
• EPA Substance Registry System: α-D-Glucopyranoside, Methyl 2-(acetylaMino)-2-deoxy-4,6-O-(phenylMethylene)-(6619-04-1)

Safety Data

• Hazardous Substances Data: 6619-04-1(Hazardous Substances Data)

Usage

Description

α-D-Glucopyranoside, Methyl 2-(acetylaMino)-2-deoxy-4,6-O-(phenylMethylene)is a complex chemical compound that integrates a sugar molecule, glucopyranoside, with additional methyl, acetylamino, and phenylmethylene groups. This unique molecular structure, characterized by the presence of both a sugar backbone and amine and aromatic functionalities, positions it as a candidate for various applications in medicinal chemistry and pharmaceutical development.

Uses

Used in Pharmaceutical Development:
α-D-Glucopyranoside, Methyl 2-(acetylaMino)-2-deoxy-4,6-O-(phenylMethylene)is used as a building block for the synthesis of novel pharmaceuticals due to its potential to interact with biological targets. The presence of the acetylamino group may allow for hydrogen bonding and other interactions with enzymes or receptors, while the phenylmethylene group could provide steric and hydrophobic properties that are crucial for the compound's activity and selectivity.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, this compound serves as a valuable research tool for studying the effects of structural modifications on biological activity. The ability to modify the sugar moiety, amine, and aromatic groups provides a platform for exploring structure-activity relationships and optimizing the compound's pharmacological properties.
Used in Drug Delivery Systems:
α-D-Glucopyranoside, Methyl 2-(acetylaMino)-2-deoxy-4,6-O-(phenylMethylene)may be utilized in the design of drug delivery systems, where its sugar component could enhance solubility and bioavailability, while the amine and phenylmethylene groups could facilitate targeting and release mechanisms within the body.
Used in Bioactive Compound Synthesis:
α-D-Glucopyranoside, Methyl 2-(acetylaMino)-2-deoxy-4,6-O-(phenylMethylene)is used as a precursor in the synthesis of bioactive compounds, leveraging its unique structure to create new molecules with potential therapeutic effects. The versatility of its functional groups allows for the development of compounds that could target a variety of diseases and conditions.

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

• 7512-17-6 N-Acetyl-D-glucosamine 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 6748-94-3 methyl 2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 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 
• 6082-04-8 methyl 2-acetylamido-2-deoxy-D-glucoside 
• 100638-83-3 methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O--α-D-glucopyranoside 
• 67-56-1 methanol 
• 6748-94-3 methyl-[O³-acetyl-2-acetylamino-O⁴,O⁶-((R)-benzylidene)-2-deoxy-α-D-altropyranoside] 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 
• 10036-64-3 N-acetyl-D-glucosamine 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 100-52-7 benzaldehyde 

Downstream Products

• 6748-94-3 methyl 2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 6619-03-0 methyl 2-acetamido-4,6-O-benzylidene-3-O-mesyl-2-deoxy-α-D-glucopyranoside 
• 6619-06-3 methyl-[2-acetylamino-O⁴,O⁶-((Ξ)-benzylidene)-O³-(toluene-4-sulfonyl)-2-deoxy-α-D-glucopyranoside] 
• 10368-82-8 methyl-[2-acetylamino-O⁴,O⁶-((Ξ)-benzylidene)-O³-methyl-2-deoxy-α-D-glucopyranoside] 
• 139760-27-3 Methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 139760-23-9 Methyl O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 120489-36-3 methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-pivaloyl-α-D-glucopyranoside 
• 139894-28-3 methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(p-methoxybenzyl)-α-D-glucopyranoside 
• 69892-42-8 methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 139760-36-4 Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 139760-31-9 Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-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

Ring-Opening Reactions of the N-4-Nosyl Hough-Richardson Aziridine with Nitrogen Nucleophiles

Dinosylated α-d-glucopyranoside was directly transformed into α-d-altropyranosides via in situ formed N-4-nosyl Hough-Richardson aziridine with nitrogen nucleophiles under mild conditions in fair to excellent yields. The scope of the aziridine ring-opening reaction was substantially broadened contrary to the conventional methods introducing solely the azide anion at high temperatures. If necessary, the N-4-nosyl Hough-Richardson aziridine can be isolated by filtration in a very good yield and high purity.

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