81312-35-8

Basic information

• Product Name: 2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-L-lyxo-hexopyranose
• Synonyms: 2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-L-lyxo-hexopyranose
• CAS NO: 81312-35-8
• Molecular Weight: 392.289
• Mol File: 81312-35-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-L-lyxo-hexopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-L-lyxo-hexopyranose(81312-35-8)
• EPA Substance Registry System: 2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-L-lyxo-hexopyranose(81312-35-8)

Safety Data

• Hazardous Substances Data: 81312-35-8(Hazardous Substances Data)

Upstream product

• 81312-33-6 Methyl 2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-L-lyxo-hexopyranoside 
• 122-04-3 4-nitro-benzoyl chloride 
• 56390-10-4 methyl 2,3,6-trideoxy-3-(trifluoroacetamido)-α-L-lyxo-hexopyranoside 
• 76793-39-0 methyl-2,3,6-tridesoxy-3-trifluoroacetamido-α-D-lyxo-hexopyranoside 
• 76793-38-9 methyl-3-amino-2,3,6-tridesoxy-α-D-lyxo-hexopyranoside 
• 6605-27-2 methyl-3-acetamido-2,3,6-tridesoxy-α-D-lyxo-hexopyranoside 
• 76753-28-1 methyl-2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-D-lyxo-hexopyranoside 
• 67693-33-8 methyl-3-amino-2,3,6-tridesoxy-α-D-arabino-hexopyranoside 
• 64519-41-1 methyl-2,3,6-tridesoxy-3-trifluoroacetamido-α-D-arabino-hexopyranoside 
• 17016-62-5 methyl-3-acetamido-2,3,6-tridesoxy-α-D-arabino-hexopyranoside 
• 76753-26-9 methyl-2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-D-arabino-hexopyranoside 
• 72002-53-0 methyl-2,3,6-tridesoxy-3-trifluoroacetamido-β-L-xylo-hexopyranoside 
• 67737-60-4 methyl-3-amino-2,3,6-tridesoxy-β-L-xylo-hexopyranoside 
• 76753-24-7 methyl-2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-L-xylo-hexopyranoside 

Downstream Products

• 23541-50-6 7-O-(3-amino-2,3,6-tridesoxy-α-D-lyxo-hexopyranosyl)daunomycinone 
• 23541-50-6 7-O-(3-amino-2,3,6-tridesoxy-β-D-lyxo-hexopyranosyl)daunomycinone 
• 76793-45-8 7-O-(2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-D-lyxo-hexopyranosyl)daunomycinone 
• 76793-44-7 7-O-(2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-D-lyxo-hexopyranosyl)daunomycinone 
• 132817-48-2 2,3,6-Trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-1-O-trimethylsilyl-α-L-lyxo-hexopyranose 
• 70629-86-6 7-O-(2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-D-arabino-hexopyranosyl)daunomycinone 
• 70629-87-7 7-O-(2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-D-arabino-hexopyranosyl)daunomycinone 
• 76793-42-5 7-O-(2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-L-xylo-hexopyranosyl)daunomycinone 
• 151767-44-1 4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-5,8-dioxo-3,4,5,8-tetrahydro-1H-isochromen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester 
• 151734-65-5 4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1S,3R)-3-acetyl-5,8-dioxo-3,4,5,8-tetrahydro-1H-isochromen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester 
• 151767-43-0 4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester 
• 151734-63-3 4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1S,3R)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester 
• 132814-67-6 1-O-tert-butyldimethylsilyl 4-O-p-nitrobenzoyl-2,3,6-trideoxy-3-trifluoroacetamido-β-L-lyxo-hexopyranoside 
• 76793-41-4 1-O-acetyl-2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-D-lyxo-hexopyranose 

Relevant articles and documents

Semisynthetic ε-(iso)rhodomycins: a new glycosylation variant and modification reactions

Synthesis of 7-O-(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)-ε-(iso)rhodomycinones 16 and 17, and their 3'-morpholino derivatives are described.Glycosylation (trimethylsilyl triflate, 10:1 dichloromethane-acetone, -35 deg C) of 1-O-tert-butyldimethyls

HEMISYNTHESE DE NOUVEAUX GLICOSIDES ANALOGUES DE LA DAUNORUBICINE

Seven daunorubicin analogs containing α-L-, α-D-, and β-D-glicosidic linkages, in which the natural occuring sugar (L-daunosamine) was replaced by diastereomeric 3-amino-2,3,6-trideoxyhexoses (3-epi-L-daunosamine, D-acosamine, D-daunosamine, D-ristosamine, and 3-epi-D-daunosamine), were prepared.In all cases, glycosidation with daunomycinone was performed in the presence of p-toluenesulfonic acid starting from 1-O-acetyl-2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoro-acetamidohexopyranoses (prepared from the corresponding methyl 3-amino-2,3,6-trideoxyhexopyranosides) or from 1,5-anhydro-2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamidohex-1-enitols (prepared from glycosals or pseudoglycals, the 3-amino group being introduced by substitution with sodium azide and subsequent reduction).Glycosidation was followed by removal of the protecting groups.