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

Chemical Properties

White Solid

Uses

Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside is a useful synthetic intermediate for carbohydrate and oligosaccharide synthesis.

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

• 10380-86-6 phenylmethyl 2-acetylamino-2-deoxy-α-D-mannopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 1009644-15-8 benzyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-altropyranoside 
• 3055-51-4 benzyl 2-deoxy-2-(N-acetylamino)-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 13347-83-6 benzyl 4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyranoside 
• 108-24-7 acetic anhydride 
• 2873-29-2 D-glucal triacetate 
• 100-51-6 benzyl alcohol 
• 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 
• 95451-93-7 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide 
• 35812-81-8 Benzyl-2-amino-2-desoxy-α-D-mannopyranosid 

Downstream Products

• 196941-73-8 N-[(4aR,6S,7R,8R,8aS)-6-Benzyloxy-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide 
• 43098-12-0 1-O-benzyl-α-D-mannopyranosido-[2,3:4',5']-2'-oxazolidinone 
• 42890-09-5 Benzyl-2-<(benzyloxycarbonyl)amino>-2-desoxy-α-D-mannopyranosid 
• 95530-21-5 (Benzyl-2-<(benzyloxycarbonyl)amino>-2-desoxy-α-D-mannopyranosid)uronsaeure 
• 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 

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.