34051-37-1

Basic information

• Product Name: 2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucono-1,5-lactone
• Synonyms: 2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucono-1,5-lactone;2-(AcetylaMino)-2-deoxy-3,4,6-tris-O-(phenylMethyl)-D-gluconic Acid δ-Lactone
• CAS NO: 34051-37-1
• Molecular Formula: C₂₉H₃₁NO₆
• Molecular Weight: 489.55954
• Product Categories: Aromatics;Carbohydrates & Derivatives
• Mol File: 34051-37-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Solubility: Acetone, Dichloromethane, DMSO,
• CAS DataBase Reference: 2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucono-1,5-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucono-1,5-lactone(34051-37-1)
• EPA Substance Registry System: 2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucono-1,5-lactone(34051-37-1)

Safety Data

• Hazardous Substances Data: 34051-37-1(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Upstream product

• 4171-79-3 N-((3R,4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-hydroxy-tetrahydro-2H-pyran-3-yl)acetamide 
• 88903-97-3 N-((3R,4R,5S,6R)-2-(allyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2Hpyran-3-yl)acetamide 
• 161822-70-4 Phenyl 2-N-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-1-seleno-α-D-glucopyranoside 
• 161822-72-6 Phenyl 2-N-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-1-seleno-α-D-mannopyranoside 
• 150809-70-4 Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-glucopyranoside 
• 150809-71-5 Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-mannopyranoside 
• 154172-26-6 allyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranoside 
• 7512-17-6 N-Acetyl-D-glucosamine 

Downstream Products

• 34051-38-2 (2R,3R,4R,5R)-2-Acetylamino-3,4,6-tris-benzyloxy-5-hydroxy-hexanoic acid methyl ester 
• 208592-84-1 (2R,3R,4R,5R)-2-Acetylamino-3,4,6-tris-benzyloxy-5-hydroxy-hexanoic acid amide 
• 214771-18-3 4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-gluco-oct-1-ethoxycarbonyl-2-Z-enitol 
• 667917-94-4 (3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-gluco-hept-2-ulopyranos-1-yl) dibenzyl phosphate 
• 667917-65-9 (Z)-3-acetamido-2,6-annhydro-4,5,7-tri-O-benzyl-1,3-dideoxy-1-dimethoxyphosphoryl-D-gluco-hept-1-enitol 
• 667917-93-3 3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-gluco-hept-2-ulopyranose 
• 667917-63-7 dimethyl C-(2'-acetamido-3',4',6'-tri-O-benzyl-2'-deoxy-α-D-glucopyranosyl) methylphosphonate 
• 483342-07-0 N-((2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-hydroxy-2-methyl-tetrahydro-pyran-3-yl)-acetamide 

Relevant articles and documents

1,5-Dideoxy-1,5-imino-D-glucitol Compounds

1,5-Dideoxy-1,5-imino-D-glucitol compounds as shown in the specification. Also disclosed is a method of treating a hexosaminidase-associated disease.

Convenient preparation of perbenzylated 2-Azido and 2-N-acetylamino-2-deoxy-D-hexono-1,5-lactones by oxidation of the corresponding lactols

2-Azido-3,4,6-tri-O-benzyl-2-deoxy-D-galacto, gluco and mannopyranoses (1, 2, 3) were oxidized with DMSO in the presence of acetic anhydride. From 1 and 2 the corresponding lactone derivatives were obtained in good yield (89-92%), whereas from 3, glucono-1,5-lactone was obtained (92%) after complete epimerization at C-2. 2-N-Acetylamino-3,4,6-tri-O-benzyl-2-deoxy-D-galacto, gluco and mannopyranoses (7, 8, 9) were obtained from the corresponding 2-azido phenylselenoglycopyranosides (13, 14, 15) by reduction, N-acetylation and hydrolysis catalyzed by mercury trifluoroacetate. Oxidation of 7 and 8 by tetra-n-propylammonium tetra-oxoruthenate (VII) in the presence of 4-methylmorpholine-N-oxide afforded the corresponding lactones in good yield (90%) and high purity. Epimerization at C-2 occurred during oxidation of 9 and perbenzylated D-glucono-1,5-lactone (11) was obtained (90%).