| Identification | Back Directory | [Name]
α,β-1-Methyl-D-ribofuranoside | [CAS]
13039-63-9 | [Synonyms]
AzacitidineImpurity46
α,β-1-Methyl-D-ribofuranoside
Α,Β-1-METHYL-D-RIBOFURANOSIDE
α,β-1-Methyl-D-ribofuranoside
Methyl D-ribofuranoside(α and β mixture)
(2R,3S,4R)-2-(Hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol
(2R,3S,4R)-2-(Hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol(α and β mixture) | [Molecular Formula]
C6H12O5 | [MOL File]
13039-63-9.mol | [Molecular Weight]
164.16 |
| Hazard Information | Back Directory | [Uses]
Methyl D-Ribofuranoside is used in the preparation of antiviral nucleosides and derivatives thereof. | [Synthesis]
General procedure for the synthesis of methyl α-D-xylofuranoside from methanol and 2-furancarboxylic acid (CAS:532-20-7): D-ribose (500 g, 3.33 mol) was dissolved in 1.5 L of anhydrous methanol containing 0.5% (v/v) hydrochloric acid, and the reaction system was placed in a round-bottomed flask fitted with a drying tube of calcium carbonate, and the reaction was stirred for 48 h at room temperature. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 7 using Dowex (OH type) ion exchange resin to neutralize the acidity. Subsequently, the resin was removed by filtration, the filtrate was concentrated under reduced pressure to remove the solvent, and the resulting residue was dried under vacuum overnight to afford methyl α-D-xylofuranoside (550 g, 98% yield). | [References]
[1] European Journal of Organic Chemistry, 2006, # 14, p. 3152 - 3168
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 39, p. 11963 - 11965
[3] Angew. Chem., 2017, vol. 129, # 39, p. 12125 - 12127,3
[4] Tetrahedron, 1992, vol. 48, # 41, p. 9033 - 9072
[5] Patent: WO2005/27962, 2005, A1. Location in patent: Page/Page column 69-70 |
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TOSUN PHARM
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NewCan Biotech Limited
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Energy Chemical
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