Benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside

Research output: Contribution to journalComment/debate

Abstract

Reaction of 3,4,5-trimethoxybenzylamine and benzyl 2,3-anhydro-β-L-ribopyranoside in refluxing ethanol produced benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside in 72.5% yield. An attempt to synthesize the title compound by reacting neat 3,4,5-trimethoxybenzylamine with benzyl 2,3-anhydro-β-L-ribopyranoside without a solvent produced a dark brown mixture with several decomposition products. The structure of benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside was determined using elemental analysis, 1H-NMR and 13C-NMR and its conformation is 1C4.

Original languageEnglish (US)
JournalMolBank
Volume2013
Issue number1
DOIs
StatePublished - Feb 6 2013

Fingerprint

Ethanol
Nuclear magnetic resonance
nuclear magnetic resonance
Conformations
ethyl alcohol
Decomposition
decomposition
products
Chemical analysis
Proton Magnetic Resonance Spectroscopy
Carbon-13 Magnetic Resonance Spectroscopy

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

Cite this

@article{a8c49f794e9046d6a7af7afd5efd93f5,
title = "Benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside",
abstract = "Reaction of 3,4,5-trimethoxybenzylamine and benzyl 2,3-anhydro-β-L-ribopyranoside in refluxing ethanol produced benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside in 72.5{\%} yield. An attempt to synthesize the title compound by reacting neat 3,4,5-trimethoxybenzylamine with benzyl 2,3-anhydro-β-L-ribopyranoside without a solvent produced a dark brown mixture with several decomposition products. The structure of benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside was determined using elemental analysis, 1H-NMR and 13C-NMR and its conformation is 1C4.",
author = "Lugemwa, {Fulgentius Nelson}",
year = "2013",
month = "2",
day = "6",
doi = "10.3390/M793",
language = "English (US)",
volume = "2013",
journal = "MolBank",
issn = "1422-8599",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "1",

}

Benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside. / Lugemwa, Fulgentius Nelson.

In: MolBank, Vol. 2013, No. 1, 06.02.2013.

Research output: Contribution to journalComment/debate

TY - JOUR

T1 - Benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside

AU - Lugemwa, Fulgentius Nelson

PY - 2013/2/6

Y1 - 2013/2/6

N2 - Reaction of 3,4,5-trimethoxybenzylamine and benzyl 2,3-anhydro-β-L-ribopyranoside in refluxing ethanol produced benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside in 72.5% yield. An attempt to synthesize the title compound by reacting neat 3,4,5-trimethoxybenzylamine with benzyl 2,3-anhydro-β-L-ribopyranoside without a solvent produced a dark brown mixture with several decomposition products. The structure of benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside was determined using elemental analysis, 1H-NMR and 13C-NMR and its conformation is 1C4.

AB - Reaction of 3,4,5-trimethoxybenzylamine and benzyl 2,3-anhydro-β-L-ribopyranoside in refluxing ethanol produced benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside in 72.5% yield. An attempt to synthesize the title compound by reacting neat 3,4,5-trimethoxybenzylamine with benzyl 2,3-anhydro-β-L-ribopyranoside without a solvent produced a dark brown mixture with several decomposition products. The structure of benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside was determined using elemental analysis, 1H-NMR and 13C-NMR and its conformation is 1C4.

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U2 - 10.3390/M793

DO - 10.3390/M793

M3 - Comment/debate

VL - 2013

JO - MolBank

JF - MolBank

SN - 1422-8599

IS - 1

ER -