17016-62-5

Basic information

• Product Name: Methyl 3-(acetylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside
• Synonyms: Nsc276417
• CAS NO: 17016-62-5
• Molecular Formula: C₉H₁₇NO₄
• Molecular Weight: 203.2356
• Mol File: 17016-62-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 406.2°Cat760mmHg
• Flash Point: 199.5°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 2.73E-08mmHg at 25°C
• Refractive Index: 1.483
• PKA: 13.59±0.70(Predicted)
• CAS DataBase Reference: Methyl 3-(acetylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-(acetylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside(17016-62-5)
• EPA Substance Registry System: Methyl 3-(acetylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside(17016-62-5)

Safety Data

• Hazardous Substances Data: 17016-62-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H17NO4/c1-5-9(12)7(10-6(2)11)4-8(13-3)14-5/h5,7-9,12H,4H2,1-3H3,(H,10,11)

Upstream product

• 23089-56-7 methyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-arabino-hexopyranoside 
• 67-56-1 methanol 
• 23089-58-9 3-acetamido-2,3,6-trideoxy-arabino-D,L-hexose 
• 96796-65-5 methyl 2,6-dideoxy-3-O-methanesulphonyl-4-O-methoxymethyl-α-L-ribo-hexopyranoside 
• 96796-66-6 methyl 3-azido-2,3,6-trideoxy-4-O-methoxymethyl-α-L-arabino-hexopyranoside 
• 96796-64-4 methyl 2,6-dideoxy-4-O-methoxymethyl-α-L-ribo-hexopyranoside 
• 96796-47-3 methyl 3-acetamido-2,3,6-trideoxy-4-O-methoxymethyl-α-L-arabino-hexopyranoside 
• 26922-36-1 methyl 2,3,6-trideoxy-α-DL-threo-hex-2-enopyranoside 
• 33647-67-5 1-(2,5-dimethoxy-2,5-dihydrofuran-2-yl)ethanol from 2-Acetylfuran 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 4208-64-4 1-(2-furyl)ethanol 
• 18933-62-5 methyl 3-azido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-α-D-arabino-hexopyranoside 
• 108-24-7 acetic anhydride 
• 67693-33-8 methyl-3-amino-2,3,6-tridesoxy-α-D-arabino-hexopyranoside 

Downstream Products

• 76793-36-7 1-O-acetyl-2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-D-arabino-hexopyranose 
• 76793-37-8 1-O-acetyl-2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-D-arabino-hexopyranose 
• 76753-26-9 methyl-2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-D-arabino-hexopyranoside 
• 76753-25-8 2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-D-arabino-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 
• 64519-41-1 methyl-2,3,6-tridesoxy-3-trifluoroacetamido-α-D-arabino-hexopyranoside 

Relevant articles and documents

SYNTHESIS OF (L)-DAUNOSAMINE AND RELATED AMINO SUGARS

1-(2-Furyl)ethanol (6) has been converted into methyl (+/-)-daunosaminide (1) and methyl (+/-)-ristosaminide (3) by use of an intramolecular cyclisation of a trichloroacetimidate group. (+/-)-Daunosamine (1) has been obtained more directly from the alcohol (10) by use of a modified Mitsunobu reaction; the scope of the latter reaction has been explored using cyclohex-2-en-1-ol as a model substrate.Asymmetric reduction of 2-acetylfuran (5) has given (S)-1-(2-furyl)ethanol (46) in good enantiomeric excess, thus providing a short route to the L-enantiomers of the amino sugars (1), (2), and (3) from a cheap, non-carbohydrate precursor.

THE SYNTHESIS OF 3-ACETAMIDO-2,3,5,6-TETRADEOXY-5-FLUORO-D,L-ribo-HEXOFURANOSE BY THE DIRECT FLUORINATION OF METHYL 3-ACETAMIDO-2,3,6-TRIDEOXY-D,L-arabino-HEXOPYRANOSIDE (METHYL N-ACETYL-D,L-ACOSAMINIDE)

3-Acetamido-2,3,5,6-tetradeoxy-5-fluoro-D,L-ribo-hexofuranose was synthesized by direct, fluorinative dehydroxylation of methyl 3-acetamido-2,3,6-trideoxy-D,L-arabino-hexopyranoside with sulfur tetrafluoride-hydrogen fluoride.The furanose form and the ribo configuration, indicated by 13C- and 1H-n. m. r. spectroscopy, respectively, were confirmed by a single-crystal, X-ray diffraction study.