13343-63-0

Basic information

• Product Name: BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE
• Synonyms: 1-O-Benzyl-N-acetyl-4-O,6-O-benzylidene-α-D-glucosamine;Benzyl 2-(acetylamino)-2-deoxy-4-O,6-O-benzylidene-α-D-glucopyranoside;Benzyl 2-(acetylamino)-4-O,6-O-benzylidene-2-deoxy-α-D-glucopyranoside;Benzyl 4-O,6-O-(benzylidene)-2-(acetylamino)-2-deoxy-α-D-glucopyranoside;N-Acetyl-1-O-benzyl-4-O,6-O-benzylidene-α-D-glucosamine;Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside ,98%;BENZYL-2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLCOPYRANOSIDE;PhenylMethyl 2-(AcetylaMino)-2-deoxy-4,6-O-(phenylMethylene)-α-D-glucopyranoside
• CAS NO: 13343-63-0
• Molecular Formula: C₂₂H₂₅NO₆
• Molecular Weight: 399.44
• Product Categories: Specialty Synthesis;13C & 2H Sugars;Carbohydrates & Derivatives;Carbohydrate Synthesis;Monosaccharides
• Mol File: 13343-63-0.mol
• Article Data: 19

Chemical Properties

• Melting Point: 256-261 °C (dec.)
• Boiling Point: 650.552oC at 760 mmHg
• Flash Point: 347.242oC
• Appearance: White/Crystalline
• Density: 1.306g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 12.71±0.70(Predicted)
• Stability: Store in Freezer
• BRN: 55951
• CAS DataBase Reference: BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE(13343-63-0)
• EPA Substance Registry System: BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE(13343-63-0)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 13343-63-0(Hazardous Substances Data)

Usage

Description

BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE is a white solid that serves as a synthetic intermediate in the field of carbohydrate and oligosaccharide synthesis. It is a complex carbohydrate derivative with potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE is used as a synthetic intermediate for the development of new pharmaceutical compounds, particularly in the synthesis of complex carbohydrates and oligosaccharides. Its unique structure allows for the creation of novel drug candidates with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE is used as a key intermediate for the synthesis of various complex carbohydrate structures. Researchers can utilize this compound to explore new chemical reactions and develop innovative synthetic pathways for carbohydrate chemistry.
Used in Material Science:
BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE may also find applications in material science, particularly in the development of advanced materials with unique properties. Its complex structure can be used to create new materials with potential applications in various industries, such as electronics, energy, and biotechnology.
Used in Food Industry:
In the food industry, BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE can be used as a synthetic intermediate for the development of new additives, flavor enhancers, or sweeteners. Its unique chemical properties may contribute to the creation of innovative products with improved taste, texture, or shelf life.
Used in Cosmetics Industry:
BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE may also have potential applications in the cosmetics industry, where it can be used as a synthetic intermediate for the development of new skincare or hair care products. Its unique properties could be harnessed to create innovative formulations with enhanced efficacy and performance.

InChI:InChI=1/C22H25NO6/c1-14(24)23-18-19(25)20-17(13-27-21(29-20)16-10-6-3-7-11-16)28-22(18)26-12-15-8-4-2-5-9-15/h2-11,17-22,25H,12-13H2,1H3,(H,23,24)/t17-,18-,19-,20-,21+,22+/m1/s1

Upstream product

• 7512-17-6 N-Acetyl-D-glucosamine 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 10380-86-6 phenylmethyl 2-acetylamino-2-deoxy-α-D-mannopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 79549-73-8 benzyl 4,6-O-(phenylmethylene)-α-D-glucopyranoside 
• 95451-93-7 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide 
• 2873-29-2 D-glucal triacetate 
• 95451-80-2 Benzyl-3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-mannopyranosid 
• 68733-20-0 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside 
• 95451-81-3 Benzyl-2-azido-2-desoxy-α-D-mannoopyranosid 
• 35812-81-8 Benzyl-2-amino-2-desoxy-α-D-mannopyranosid 
• 25320-99-4 benzyl α-D-glucopyranoside 
• 1009644-15-8 benzyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-altropyranoside 

Downstream Products

• 2862-03-5 Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<(R)-1-carboxyethyl>-α-D-glucopyranoside 
• 95451-85-7 (Benzyl-2-acetamido-3-O-benzyl-2-desoxy-α-D-mannopyranosid)uronsaeure 
• 95451-84-6 benzyl-2-acetamido-3-O-benzyl-2-desoxy-α-D-mannopyranosid 
• 74842-55-0 N-acetyl-1-O-benzyl-4,6-O-benzylidenemuramic acid 
• 13347-83-6 benzyl 4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyranoside 
• 79494-69-2 benzyl 2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 60920-72-1 benzyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 116696-66-3 benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-α-D-glucopyranoside 
• 73705-92-7 benzyl 2-acetamido-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 104371-51-9 Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside 

Relevant articles and documents

Sugar derived alkamine catalytic imine reduction method

The invention discloses a method used for catalytic reduction of imine with saccharide-derivatized amino alcohol. According to the method, imine is taken as a substrate. The method comprises following steps: 1) imine and saccharide-derivatized amino alcohol are dissolved in an organic solvent I, wherein molar ratio of imine to saccharide-derivatized amino alcohol ranges from 100:1-20; 2) trichlorosilane with 1.5 to 5 times equivalent weights is added into a solution obtained via step 1) dropwise, an obtained mixture is stirred and reacted for 12 to 36h at a temperature of -20 to 40 DEG C, and a saturated sodium bicarbonate solution is used for quenching; 3) a material obtained via step 2) is extracted with an organic solvent II, and is subjected to column chromatography isolation so as to obtain amine compounds.

Phosphoramidates of monosaccharides

The present invention relates novel phosphoramidates of monosaccharides of formula (I), wherein R1 is a monosaccharide group selected from A and B; R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16 and X are as defined herein. Preferably X is -O-. The present invention also provides processes for the production of compounds of formula (I), pharmaceutical compositions comprising these compounds, as well as to the use thereof in medical therapy, preferably in the treatment of osteoarthritis. wherein: R1 is selected from A and B,

PHOSPHORAMIDATES OF MONOSACCHARIDES

The present invention relates novel phosphorainidates of monosaccharides of formula (I), wherein R1 is a monosaccharide group selected from A and B: R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16 and X are as defined herein. Preferably X is -0-. The present invention also provides processes for the production of compounds of formula (I), pharmaceutical compositions comprising these compounds, as well as to the use thereof in medical therapy, preferably in the treatment of osteoarthritis. Formula (I) wherein: R1 is selected from A and B.