13403-14-0

Basic information

• Product Name: .beta.-D-Fructofuranoside, methyl
• Synonyms: .beta.-D-Fructofuranoside, methyl;methylfructoside;Methyl beta-D-fructofuraside;Methyl b-D-fructofuranoside;Methyl beta-D-fructofuranoside;Methyl β-D-fructofuranoside;(2R,3S,4S,5R)-2,5-Bis(hydroxyMethyl)-2-Methoxytetrahydrofuran-3,4-diol
• CAS NO: 13403-14-0
• Molecular Formula: C₇H₁₄O₆
• Molecular Weight: 194.18246
• Mol File: 13403-14-0.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 413.9 °C at 760 mmHg
• Flash Point: 204.1 °C
• Appearance: /
• Density: 1.48 g/cm³
• Vapor Pressure: 1.4E-08mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: 2-8°C
• CAS DataBase Reference: .beta.-D-Fructofuranoside, methyl(CAS DataBase Reference)
• NIST Chemistry Reference: .beta.-D-Fructofuranoside, methyl(13403-14-0)
• EPA Substance Registry System: .beta.-D-Fructofuranoside, methyl(13403-14-0)

Safety Data

• Hazardous Substances Data: 13403-14-0(Hazardous Substances Data)

Usage

General Description

.beta.-D-Fructofuranoside, methyl, also known as methyl fructofuranoside, is a chemical compound that is a derivative of fructose. It is commonly used in the food and beverage industry as a flavoring agent and sweetener due to its sweet taste. .beta.-D-Fructofuranoside, methyl is a methylated form of fructose and is often added to various products as a sugar substitute or to enhance flavor. It is also used in cosmetic and personal care products as a fragrance ingredient. Overall, methyl fructofuranoside is a versatile chemical that finds applications in various industries due to its sweet taste and aromatic properties.

InChI:InChI=1/C7H14O6/c1-12-7(3-9)6(11)5(10)4(2-8)13-7/h4-6,8-11H,2-3H2,1H3/t4-,5-,6+,7-/m1/s1

Upstream product

• 67-56-1 methanol 
• 57-48-7 D-Fructose 
• 57-48-7 fructose 
• 57-50-1 Sucrose 
• 470-23-5 D-fructose 
• 148979-53-7 D-fructose diethyl dithioacetal 
• 50-99-7 D-glucose 
• 7660-25-5 D-fructose 
• 2280-44-6 D-Glucose 
• 530-26-7 D-Mannose 
• 76549-76-3 1,2-O-Isopropylidene-β-D-fructofuranose 
• 25018-67-1 1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose 
• 20880-92-6 2,3;4,5-di-O-isopropylidene-β-D-fructopyranose 
• 10489-81-3 α-D-fructopyranose 

Downstream Products

• 128804-06-8 methyl 1,6-bis-O-(triphenylmethyl)-α-D-fructofuranoside 
• 76880-54-1 benzyl α-D-fructofuranoside 
• 57-48-7 fructose 
• 23259-20-3 1.3.4.6-Tetramethyl-β-D-methylfructosid 
• 10225-44-2 benzyl-(tetra-O-acetyl-α-D-fructofuranoside) 
• 82877-60-9 methyl 3,4,6-tri-O-benzoyl-1-deoxy-1-fluoro-β-D-fructofuranoside 
• 83031-85-0 methyl 1-azido-6-O-benzoyl-1-deoxy-β-D-fructofuranoside 
• 83031-82-7 methyl 6-chloro-6-deoxy-1-O-p-toluenesulfonyl-β-D-fructofuranoside 
• 83031-84-9 methyl 6-O-benzoyl-1-chloro-1-deoxy-β-D-fructofuranoside 
• 83031-83-8 methyl 6-O-benzoyl-1-O-p-toluenesulfonyl-β-D-fructofuranoside 
• 147694-28-8 4-Bromo-benzoic acid (2R,3R,4S,5S)-2,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-5-methoxy-4-[(E)-3-(4-methoxy-phenyl)-acryloyloxy]-tetrahydro-furan-3-yl ester 
• 147672-56-8 C₃₃H₄₈Br₂O₈Si₂ 
• 147672-52-4 4-Bromo-benzoic acid (2R,3S,4S,5S)-2,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-5-methoxy-tetrahydro-furan-3-yl ester 
• 147672-54-6 C₂₁H₂₀Br₂O₈ 

Relevant articles and documents

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Methyl α-D-fructofuranoside: Synthesis and Conversion into Carboxylates

Methyl α-D-fructofuranoside was synthesized by methylation of D-fructose and subsequent isolation of the α-furanoside from the anomeric mixture.This fructofuranoside was used as a starting material for the synthesis of several carboxylates, applying glycolic oxidation, selective oxidation of the primary alcohol function at the C-6 position and carboxymethylation.

A simple chemical synthesis of beta-methylfructofuranoside, a beta-fructofuranosidase substrate.

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Synthesis of natural/13C-enriched D-tagatose from natural/13C-enriched D-fructose

A concise, easily scalable synthesis of a rare ketohexose, D-tagatose, was developed, that is compatible with the preparation of D-[UL-13C6]tagatose. Epimerization of the widely available and inexpensive ketohexose D-fructose at the C-4 position via an oxidation/reduction (Dess-Martin periodinane/NaBH4) was a key step in the synthesis. Overall, fully protected natural D-tagatose (3.21 g) was prepared from D-fructose (9 g) on a 50 mmol scale in 23% overall yield, after five steps and two chromatographic purifications. D-[UL-13C6]Tagatose (92 mg) was prepared from D-[UL-13C6]fructose (465 mg, 2.5 mmol) in 16% overall yield after six steps and four chromatographic purifications.

Tin Grafted on Modified Alumina-Catalyzed Isomerisation of Glucose to Fructose

The present study focuses on designing a catalyst based on hot water treated alumina (Al2O3-HWT) for the conversion of glucose to fructose. The glucose isomerisation reactions are performed with tin incorporated on parent Al2O3 and Al2O3-HWT in methanol. 0.5 wt% Sn/Al2O3-HWT affords a combined yield of fructose and methylfructoside (30.4%) which is two-fold higher than that obtained with 0.5wt% Sn/Al2O3 (15.1%), implying the importance of hot water treatment of Al2O3. Al2O3-HWT shows a very broad peak centred around 3440 cm-1, which could be assigned to OH stretching band of gibbsite, γ-Al(OH)3 which significantly diminished after solid state ion-exchange with SnCl4.5H2O (0.5 wt% Sn/Al2O3-HWT). UV-Vis diffused reflectance spectrum of 0.5 wt% Sn/Al2O3-HWT displays a peak centered at 241 nm, which can be ascribed to the incorporation of tin into the alumina network. XRD patterns of 0.5, 3 and 5 wt% Sn/Al2O3-HWT show that no peak corresponding to SnO2 is formed. Importantly, 0.5wt% SnO2/Al2O3-HWT exhibits a low activity, giving 13.2% of the total yield of fructose and methylfructoside, respectively, compared to 0.5wt% Sn/Al2O3-HWT (30.4% fructose), signifying the role of incorporated tin into the alumina network.