79083-29-7

Usage

Uses

Used in Organic Synthesis:
(2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran serves as a valuable intermediate in organic synthesis due to its unique structure and multiple functional groups. It can be utilized to create a variety of complex organic molecules for different applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran can be employed as a key component in the development of new pharmaceuticals. Its specific stereochemistry and functional groups may contribute to the design of novel drugs with improved efficacy and selectivity.
Used as a Building Block for Complex Molecules:
(2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran's intricate structure positions it as a potential building block for the synthesis of more complex molecules with diverse applications. Its use in this capacity can lead to the creation of advanced materials and compounds for various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Research and Development:
(2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran is also used in research and development settings to explore its chemical properties, reactivity, and potential interactions with other molecules. This research can lead to a better understanding of its applications and the discovery of new uses in various chemical and pharmaceutical processes.

Upstream product

• 67-56-1 methanol 
• 86883-42-3 2,3,5-tris-O-(phenylmethyl)-β-D-ribofuranosyl fluoride 
• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 
• 96-36-6 methyl phosphite 
• 1825-61-2 Trimethylmethoxysilane 
• 67737-48-8 methyl 5-benzyloxy-β-D-ribofuranoside 
• 100-44-7 benzyl chloride 
• 4356-80-3 methyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 191543-71-2 methyl 3,5-di-O-benzyl-α-D-ribofuranoside 
• 1824-96-0 methyl ribofuranoside 
• 917-64-6 methyl magnesium iodide 
• 64363-77-5 methyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 
• 67737-49-9 methyl 5-O-benzyl-α-D-ribofuranoside 

Downstream Products

• 79064-00-9 (2R,3R,4S)-1,3,4-Tris-benzyloxy-5-methoxy-hexan-2-ol 
• 491-19-0 1,4-anhydro-D-ribitol 
• 191543-71-2 methyl 3,5-di-O-benzyl-α-D-ribofuranoside 
• 80244-92-4 methyl 3,5-di-O-benzoyl-α-D-ribofuranoside 
• 80244-93-5 methyl 2,5-di-O-benzoyl-α-D-ribofuranoside 
• 52783-87-6 methyl 2,3,5-tri-O-benzoyl-α-D-ribofuranoside 
• 80795-53-5 (2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-ol 
• 885592-69-8 (2S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-one 
• 1439900-71-6 (Z)-N-((2S,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-ylidene)-2-methylpropane-2-sulfinamide 
• 1439900-72-7 N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2-methylpropane-2-sulfinamide 
• 1403250-97-4 (2S)-isopropyl 2-(((((2R,3S,4R,5R)-4-amino-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1439900-80-7 (2S)-isopropyl 2-(((2R,3S,4R,5R)-4-((tert-butoxycarbonyl)amino)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-O-3-hydroxy-4-methyltetrahydrofuran-2-ylmethoxy)(phenoxy)-phosohoryl)amino)propanoate 
• 1439900-77-2 1-((2R,3R,4S,5R)-3-amino-4-(benzyloxy)-5-((benzyloxy)methyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 1439900-76-1 N-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-methyltetrahydrofuran-3-yl)-2,2,2-trifluoroacetamide 

Relevant academic research and scientific papers

HCV POLYMERASE INHIBITORS

The invention provides compounds of the formula:(I) which are of use in the treatment or prophylaxis of hepatitis C virus infection, and related aspects.

HCV Polymerase Inhibitors

The invention provides compounds of the formula: which are of use in the treatment or prophylaxis of hepatitis C virus infection, and related aspects.

Anodic coupling reactions and the synthesis of C-glycosides

A convenient, two-step procedure has been developed for converting sugar derivatives into C-glycosides containing a masked aldehyde functional group. The chemistry takes advantage of an anodic coupling reaction between an electron-rich olefin and an alcohol. The sequence works for the formation of both furanose and pyranose derivatives if less polarized vinyl sulfide derived radical cation intermediates are used. With more polarized enol ether derived radical cations, the cyclizations work best for the formation of furanose derivatives where the rate of five-membered ring formation precludes elimination reactions triggered by the radical cation.

Synthesis and properties of triplex-forming oligonucleotides containing 2′-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine

2′-O-(2-Methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine phosphoramidite (MEPU) has been synthesized from d-ribose and 5-iodouracil and incorporated into triplex-forming oligonucleotides (TFOs) by automated solid-phase oligonucleotide synthesis. The TFOs gave very high triplex stability with their target duplexes as measured by ultraviolet/fluorescence melting and DNase I footprinting. The incorporation of MEPU into TFOs renders them resistant to degradation by serum nucleases.

Synthesis of β-D-ribofuranosyl-(1→3)-α-L-rhamnopyranose by in situ activating glycosylation using 1-OH sugar derivative and Me3SiBr-CoBr2-Bu4NBr-molecular sieves 4A system

Β-D-Ribofuranosyl-(1→3)-α-L-rhamnopyranosyl-(1→3)- L-rhamnopyranose, the trisaccharide repeating unit of the C. freundii O28, 1c O-specific polysaccharide, was synthesized using in situ activating glycosylation of the 1-OH sugar derivatives and a reagent mixture of trimethylsilyl bromide, cobalt(II) bromide, tetrabutylammonium bromide, and molecular sieves 4A. Regioselective tritylation was useful for synthesizing the 3-OH derivatives of methyl, allyl, and benzyl α-L-rhamnosides.

Stereoselective syntheses of α-D- and β-D-ribofuranosides catalyzed by the combined use of silver salts and their partners

α-D-Ribofuranosides are stereoselectively synthesized in high yields from 2,3,5-tri-O-benzyl-1-O-iodoacetyl-D-ribofuranose (1) and trimethylsilylated nucleophiles by the use of silver salts in the coexistence of 3 molar amounts of lithium perchlorate, whi

An Efficient Method for the Stereoselective Synthesis of β-D- and α-D-Ribofuranosides from 2,3,5-Tri-O-benzyl-D-ribofuranose by the Use of oxotitanium and Trifluoromethanesulfonic Anhydride

β-D-Ribofuranoside are stereoselectively synthesized in high yields directly from 2,3,5-tri-O-benzyl-D-ribofuranose and trimethylsilylated nucleophiles by the use of oxotitanium and trifluoromethanesulfonic anhydride, while α-D-ribof

Stereoselective Glycosylation Reaction Starting from 1-O-Trimethylsilyl Sugars by Using Diphenyltin Sulfide and a Catalytic Amount of Active Acidic Species

1,2-trans-Ribofuranosides are stereoselectively synthesized from 1-O-trimethylsilyl ribofuranose and trimethylsilyl ethers in the presence of a catalytic amount of Me3SiOTf using Ph2Sn=S as an additive, while 1,2-cis-ribofuranosides and 1,2-cis-glucopyran

Stereoselective Synthesis of 1,2-trans-Ribofuranosides from 1-Hydroxy Sugars by the Use of oxotitanium and Trifluoromethanesulfonic Anhydride

A convenient method for stereoselective synthesis of 1,2-trans-ribofuranosides directly from 1-hydroxy sugars and alcohols or trimethylsilylated nucleophiles by the use of oxotitanium and trifluoromethanesulfonic anhydride is

An Efficient Method for the Stereoselective Synthesis of 1,2-cis- and 1,2-trans-Ribofuranosides from 1-Hydroxy Ribofuranose by the Use of Diphenyltin Sulfide and Trifluoromethanesulfonic Anhydride

1,2-trans-Ribofuranosides are stereoselectively synthesized in high yields directly from 1-hydroxy ribofuranose and trimethylsilylated nucleophiles by the use of diphenyltin sulfide and trifluoromethanesulfonic anhydride.Even further, in the coexistence o