491-19-0

Basic information

• Product Name: 1,4-anhydroxylitol
• Synonyms: 1,4-anhydroxylitol;Xylitol, 1,4-anhydro-;(2R,3R,4S)-2-(HydroxyMethyl)tetrahydrofuran-3,4-diol
• CAS NO: 491-19-0
• Molecular Formula: C₅H₁₀O₄
• Molecular Weight: 134.1305
• Mol File: 491-19-0.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 155-160 °C(Press: 0.2 Torr)
• Appearance: /
• Density: 1.453±0.06 g/cm3(Predicted)
• PKA: 13.72±0.60(Predicted)
• CAS DataBase Reference: 1,4-anhydroxylitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-anhydroxylitol(491-19-0)
• EPA Substance Registry System: 1,4-anhydroxylitol(491-19-0)

Safety Data

• Hazardous Substances Data: 491-19-0(Hazardous Substances Data)

Usage

General Description

1,4-anhydroxylitol, also known as L-fucitol, is a sugar alcohol and a rare sugar derivative. It is a derivative of L-fucose, a natural sugar found in seaweed and other marine sources, and is commonly used as a low-calorie sweetener in the food industry. 1,4-anhydroxylitol is a white, crystalline powder with a sweet taste, and it is often used as an alternative to traditional sugars in diabetic and low-calorie diets due to its low glycemic index. It is also used in the pharmaceutical industry as an excipient in the formulation of medicines and in the production of various semi-synthetic antibiotics. Additionally, 1,4-anhydroxylitol has potential applications in the development of functional foods and nutraceuticals due to its reported prebiotic and immune-modulating effects.

Upstream product

• 64363-77-5 methyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 
• 87-99-0 XYLITOL 
• 7643-75-6 L-(-)-arabitol 
• 5328-37-0 L-arabinose 
• 488-81-3 Adonitol 
• 58-86-6 D-xylose 
• 3325-26-6 1,4-anhydroarabinitol 2,3,5-triacetate 
• 63493-94-7 (2RS)-2-hydroxymethyl-2,5-dihydrofuran 
• 7647-01-0 hydrogenchloride 
• 35320-17-3 D-ribitol-5-phosphate 
• 55018-48-9 2,3,5-tri-O-benzoyl-1-deoxy-D-ribofuranose 
• 106707-71-5 2,3,5-tri-O-acetyl-1,4-anhydro-D-ribitol 
• 1438585-85-3 1,4-anhydro-2,3,5-tri-O-allyl-D-ribitol 
• 1314971-01-1 1,4-anhydro-5-O-[tert-Butyl(diphenyl)silyl)-2,3-O-(1-methylethylidene)-D-ribitol 

Downstream Products

• 140694-90-2 1,4-anhydro-5-O-(triphenylmethyl)-D-ribitol 
• 51791-98-1 (2S,3S,4S)-3,4-dihydroxytetrahydrofuran-2-carboxylic acid 
• 3999-31-3 (2R,3S,4R)-2-(hydroxymethyl)tetrahydrofuran-3,4-diol 
• 55018-48-9 tri-O-benzoyl-DL-1,4-anhydro-xylitol 
• 108630-14-4 O³,O⁵-((Ξ)-benzylidene)-DL-1,4-anhydro-xylitol 
• 2159-29-7 O⁵-trityl-DL-1,4-anhydro-xylitol 
• 55018-48-9 tri-O-benzoyl-DL-1,4-anhydro-ribitol 
• 626-95-9 1,4-Pentanediol 
• 111-29-5 1 ,5-pentanediol 
• 6032-29-7 (+/-)-2-pentanol 
• 42027-23-6 2,3-pentanediol 
• 14697-46-2 1,2,5-pentanetriol 
• 69127-48-6 1,2,3,5-pentanetetraol 
• 584-02-1 2-pentanol 

Relevant articles and documents

Hydrodeoxygenation of C4-C6 sugar alcohols to diols or mono-alcohols with the retention of the carbon chain over a silica-supported tungsten oxide-modified platinum catalyst

The hydrodeoxygenation of erythritol, xylitol, and sorbitol was investigated over a Pt-WOx/SiO2 (4 wt% Pt, W/Pt = 0.25, molar ratio) catalyst. 1,4-Butanediol can be selectively produced with 51% yield (carbon based) by erythritol hydrodeoxygenation at 413 K, based on the selectivity over this catalyst toward the regioselective removal of the C-O bond in the -O-C-CH2OH structure. Because the catalyst is also active in the hydrodeoxygenation of other polyols to some extent but much less active in that of mono-alcohols, at higher temperature (453 K), mono-alcohols can be produced from sugar alcohols. A good total yield (59%) of pentanols can be obtained from xylitol, which is mainly converted to C2 + C3 products in the literature hydrogenolysis systems. It can be applied to the hydrodeoxygenation of other sugar alcohols to mono-alcohols with high yields as well, such as erythritol to butanols (74%) and sorbitol to hexanols (59%) with very small amounts of C-C bond cleavage products. The active site is suggested to be the Pt-WOx interfacial site, which is supported by the reaction and characterization results (TEM and XAFS). WOx/SiO2 selectively catalyzed the dehydration of xylitol to 1,4-anhydroxylitol, whereas Pt-WOx/SiO2 promoted the transformation of xylitol to pentanols with 1,3,5-pentanetriol as the main intermediate. Pre-calcination of the reused catalyst at 573 K is important to prevent coke formation and to improve the reusability.

S-ANTIGEN TRANSPORT INHIBITING OLIGONUCLEOTIDE POLYMERS AND METHODS

Various embodiments provide STOPS? polymers that are S-antigen transport inhibiting oligonucleotide polymers, processes for making them and methods of using them to treat diseases and conditions. In some embodiments the STOPS? modified oligonucleotides include an at least partially phosphorothioated sequence of alternating A and C units having modifications as described herein. The sequence independent antiviral activity against hepatitis B of embodiments of STOPS? modified oligonucleotides, as determined by HBsAg Secretion Assay, is an EC50 that is less than 100 nM.

Controlling Sugar Deoxygenation Products from Biomass by Choice of Fluoroarylborane Catalyst

The feedstocks from biomass are defined and limited by nature, but through the choice of catalyst, one may change the deoxygenation outcome. We report divergent but selective deoxygenation of sugars with triethylsilane (TESH) and two fluoroarylborane catalysts, B(C6F5)3 and B(3,5-CF3)2C6H3)3 (BAr3,5-CF3). To illustrate, persilylated 2-deoxyglucose shows exocyclic C-O bond cleavage/reduction with the less sterically congested BAr3,5-CF3, whereas endocyclic C-O bond cleavage/reduction predominates with the more Lewis acidic B(C6F5)3. Chiral furans and linear polyols can be selectively synthesized depending on the catalysts. Mechanistic studies demonstrate that the resting states of these catalysts are different.