56607-40-0

Basic information

• Product Name: .alpha.-D-Arabinofuranoside, methyl
• Synonyms: .alpha.-D-Arabinofuranoside, methyl;NSC80725;Methyl a-D-arabinofuranoside;a-D-Arabinofuranoside, Methyl;(2R,3S,4S,5S)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol
• CAS NO: 56607-40-0
• Molecular Formula: C₆H₁₂O₅
• Molecular Weight: 164.16
• Mol File: 56607-40-0.mol
• Article Data: 110

Chemical Properties

• Melting Point: 65-67 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 348.7°Cat760mmHg
• Flash Point: 164.7°C
• Appearance: /
• Density: 1.4g/cm³
• PKA: 13.14±0.70(Predicted)
• CAS DataBase Reference: .alpha.-D-Arabinofuranoside, methyl(CAS DataBase Reference)
• NIST Chemistry Reference: .alpha.-D-Arabinofuranoside, methyl(56607-40-0)
• EPA Substance Registry System: .alpha.-D-Arabinofuranoside, methyl(56607-40-0)

Safety Data

• Hazardous Substances Data: 56607-40-0(Hazardous Substances Data)

Usage

General Description

Methyl .alpha.-D-Arabinofuranoside is a chemical compound that is a methylated derivative of the sugar arabinose. It is a white crystalline powder that is soluble in water and commonly used in the field of organic chemistry for various synthetic reactions and as a building block in the synthesis of pharmaceuticals and natural products. It has also been studied for its potential use as an antiviral agent and its ability to inhibit the growth of cancer cells. Methyl .alpha.-D-Arabinofuranoside is an important component in the development of new drug candidates and has potential applications in various medical and scientific fields.

Upstream product

• 67-56-1 methanol 
• 10323-20-3 D-Arabinose 
• 1941-50-0 D-arabinose diethyl dithioacetal 
• 1114-34-7 D-lyxose 
• 532-20-7 D-lyxose 
• 87-72-9 D-lyxose 
• 50-69-1 D-ribose 
• 189129-08-6 C₃₀H₂₆N₄O₈ 
• 532-20-7 D-Ribose 
• 2280-44-6 D-Glucose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 37077-81-9 1,2-isopropylidene-α-D-ribofuranose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 2595-05-3 Diacetone D-glucose 

Downstream Products

• 64363-77-5 methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 
• 197716-38-4 2,3,5-tri-O-benzyl-1-O-methyl-D-xylofuranoside 
• 50908-04-8 (-)-Methyl-5-O-trityl-β-D-ribofuranosid 
• 67689-93-4 methyl 5-O-trityl-α-D-ribofuranoside 
• 108008-65-7 methyl 2,3,5-tri-O-(4-chlorobenzyl)-β-D-ribofuranoside 
• 59279-37-7 methyl 2,3,5-tri-O-(p-nitrobenzoyl)-β-D-ribofuranoside 
• 112245-59-7 methyl 3,5-O-isopropylidene-αβ-D-xylofuranoside 
• 83376-69-6 methyl 2,3-di-O-methyl-D-riboside 
• 83376-70-9 methyl 2,5-di-O-methyl-D-riboside 
• 83376-68-5 methyl 3,5-di-O-methyl-D-riboside 
• 2296-41-5 methyl 2,3,5-tri-O-methyl-D-ribofuranoside 
• 58763-00-1 ((3aR,4R,6S,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 7473-42-9 methyl tri-O-benzoyl-α-D-arabinofuranoside 

Relevant articles and documents

Preparation of amino alcohols condensed with carbohydrates: Evaluation of cytotoxicity and inhibitory effect on NO production

This work reports the preparation of several amino alcohols condensed with D-arabinose, D-glucose, and D-galactose derivatives. These compounds were evaluated in vitro for their cytotoxicity and ability to decrease nitric oxide production in J774A.1 cells

Novel saccharide bio-based cyclic phosphorus/phosphonate as well as preparation method and application thereof

The invention discloses novel saccharide bio-based cyclic phosphorus/phosphonate as well as a preparation method and application thereof, and belongs to the field of compounds. The cyclic phosphorus/phosphonate is prepared by the following steps: reacting D-xylose with acetyl chloride to obtain an intermediate product, and then reacting with dichlorophosphate or phosphonic dichloride under the action of an acid-binding agent to obtain a target product. The preparation method is high in yield, simple in process, low in raw material cost and small in environmental pollution, and the prepared cyclic phosphorus/phosphonate flame retardant is outstanding in flame retardance and easy to industrialize.

Stereoselective Synthesis of Ribofuranoid exo-Glycals by One-Pot Julia Olefination Using Ribofuranosyl Sulfones

One-pot Julia olefination using ribofuranosyl sulfones is described. The α-anomers of the ribofuranosyl sulfones were synthesized with complete α-selectivity via the glycosylation of heteroarylthiols using ribofuranosyl iodides as glycosyl donors and the subsequent oxidation of the resulting heteroaryl 1-thioribofuranosides with magnesium monoperphthalate (MMPP). The Julia olefination of the α-ribofuranosyl sulfones with aldehydes proceeded smoothly in one pot to afford the thermodynamically less stable (E)-exo-glycals with modest-to-excellent stereoselectivity (up to E/Z = 94:6) under the optimized conditions. The E selectivity was especially high for aromatic aldehydes. In contrast, the (Z)-exo-glycal was obtained as the main product with low stereoselectivity when the corresponding β-ribofuranosyl sulfone was used (E/Z = 41:59). The remarkable impact of the anomeric configuration of the ribofuranosyl sulfones on the stereoselectivity of the Julia olefination has been rationalized using density functional theory (DFT) calculations. The protected ribose moiety of the resulting exo-glycals induced completely α-selective cyclopropanation on the exocyclic carbon-carbon double bond via the Simmons-Smith-Furukawa reaction. The 2-cyanoethyl group was found to be useful for the protection of the exo-glycals, as it could be removed without affecting the exocyclic C=C bond.