51607-76-2

Basic information

• Product Name: 1,4-ANHYDRO-L-RIBITOL
• Synonyms: 1,4-ANHYDRO-L-RIBITOL
• CAS NO: 51607-76-2
• Molecular Formula: C₅H₁₀O₄
• Molecular Weight: 134.13
• Mol File: 51607-76-2.mol
• Article Data: 34

Chemical Properties

• Melting Point: 99 °C
• Boiling Point: 140 °C(Press: 0.1 Torr)
• Appearance: /
• Density: 1.453±0.06 g/cm3(Predicted)
• PKA: 13.72±0.60(Predicted)
• CAS DataBase Reference: 1,4-ANHYDRO-L-RIBITOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-ANHYDRO-L-RIBITOL(51607-76-2)
• EPA Substance Registry System: 1,4-ANHYDRO-L-RIBITOL(51607-76-2)

Safety Data

• Hazardous Substances Data: 51607-76-2(Hazardous Substances Data)

Usage

Description

1,4-Anhydro-L-ribitol is a naturally occurring sugar alcohol, also known as L-ribitol or D-ribitol, depending on the naming convention used. It is a pentitol, meaning it contains five hydroxyl groups, and is derived from the sugar ribose. 1,4-ANHYDRO-L-RIBITOL is widely found in nature and is often used as a starting material for the synthesis of various biologically active compounds.

Uses

1. Used in Pharmaceutical Industry:
1,4-Anhydro-L-ribitol is used as a starting material for the synthesis of various pharmaceutical compounds. Its unique structure and multiple hydroxyl groups make it a versatile building block for the development of new drugs.
2. Used in Chemical Synthesis:
1,4-Anhydro-L-ribitol is used as a reactant in the synthesis and study of various organic compounds, including fluorobenzene and benzimidazole nucleic-acid analogs. It plays a crucial role in understanding the influence of these analogs on the stability of RNA duplexes.
3. Used in Research and Development:
Due to its structural similarities with ribose, 1,4-anhydro-L-ribitol is often utilized in research to study the properties and functions of ribose-containing biomolecules. This includes investigations into the structure and function of RNA and other ribose-containing compounds.
4. Used in the Synthesis of Chiral Compounds:
1,4-Anhydro-L-ribitol's chiral nature makes it a valuable compound for the synthesis of chiral molecules, which are essential in various applications, including the development of enantiomerically pure drugs.
5. Used in the Production of Bioactive Compounds:
1,4-Anhydro-L-ribitol is used as a precursor in the production of bioactive compounds, such as nucleosides, nucleotides, and other ribose-containing molecules with potential therapeutic applications.

Upstream product

• 64363-77-5 methyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 
• 162635-55-4 1,4-anhydro-2,3-O-isopropylidene-5-O-(triphenylmethyl)-D-ribitol 
• 30725-00-9 2,3-O-isopropylidene-D-ribonic-γ-lactone 
• 488-81-3 Adonitol 
• 63493-94-7 (2RS)-2-hydroxymethyl-2,5-dihydrofuran 
• 87-99-0 XYLITOL 
• 5328-37-0 L-arabinose 
• 7643-75-6 L-(-)-arabitol 
• 58-86-6 D-xylose 
• 3325-26-6 1,4-anhydroarabinitol 2,3,5-triacetate 
• 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 

Downstream Products

• 55018-48-9 tri-O-benzoyl-DL-1,4-anhydro-ribitol 
• 2159-29-7 O⁵-trityl-DL-1,4-anhydro-xylitol 
• 108630-14-4 O³,O⁵-((Ξ)-benzylidene)-DL-1,4-anhydro-xylitol 
• 55018-48-9 tri-O-benzoyl-DL-1,4-anhydro-xylitol 
• 90263-63-1 1-deoxy-2,3-O-5'-methoxycarbonylpentylidene-D-ribofuranose 
• 156475-03-5 [(2R,3S,4S)-3,4-dihydroxytetrahydro-2-furanyl]methyl benzoate 
• 140694-90-2 1,4-anhydro-5-O-(triphenylmethyl)-D-ribitol 
• 172489-96-2 Benzoic acid (2R,3S,4S)-3,4-dimethoxy-tetrahydro-furan-2-ylmethyl ester 
• 172489-94-0 Benzoic acid (2R,3S,4S)-4-methoxy-2-methoxymethyl-tetrahydro-furan-3-yl ester 
• 172489-92-8 Benzoic acid (3S,4R,5R)-4-methoxy-5-methoxymethyl-tetrahydro-furan-3-yl ester 
• 108630-11-1 O²-benzoyl-DL-1,4-anhydro-xylitol 
• 109128-92-9 O²-benzoyl-O³,O⁵-methanediyl-DL-1,4-anhydro-xylitol 
• 109478-39-9 (±)-2-benzoyl-3,5-O-isopropylidene-1,4-xylitan 
• 92891-00-4 1-chloro-O³-phenylcarbamoyl-DL-2,5-anhydro-1-deoxy-xylitol 

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.