4105-29-7

Usage

Uses

Used in Fragrance Industry:
[(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate is used as a key ingredient in the production of perfumes, creams, lotions, and other scented products due to its sweet, floral odor and its ability to enhance the overall fragrance profile of these products.
Used in Flavor Industry:
In the flavor industry, [(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate is used as a flavoring agent in food and beverages, contributing to the enhancement of taste and aroma, making the products more appealing to consumers.

Upstream product

• 143653-59-2 Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester 
• 6022-96-4 5-O-benzoyl-α-D-xylofuranose 
• 532-20-7 D-xylofuranose 
• 98-88-4 benzoyl chloride 
• 4613-62-1 3-deoxy-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 84218-90-6 1,2-O-isopropylidene-3-O<(methylthio)thiocarbonyl>-5-O-trityl-α-D-xylofuranose 
• 84218-91-7 3-deoxy-1,2-O-isopropylidene-5-O-trityl-α-D-erythro-pentofuranose 
• 20881-04-3 1,2:3,5-di-O-isopropylidene-D-xylofuranose 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 3396-71-2 3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose 
• 6893-67-0 1,2-O-isopropylidene-3,5-di-O-benzoyl-α-D-xylofuranose 
• 160999-15-5 5-O-benzoyl-3-O-(1-imidazolylthiocarbonyl)-1,2-O-isopropylidene-α-D-xylofuranose 

Downstream Products

• 143191-74-6 methyl 5-O-benzoyl-3-deoxy-D-erythro-pentofuranose 
• 4613-71-2 5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose 
• 90580-88-4 (2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate 
• 143191-75-7 2(S)-(O-benzoylmethyl)tetrahydrofuran-4(R)-ol 
• 127682-76-2 (2R,4S)-4-hydroxy-2-dimethoxymethyltetrahydrofuran 
• 143191-76-8 1,4-anhydro-5-O-benzoyl-3-deoxy-2-O-p-toluenesulfonyl-D-ribitol 
• 143191-83-7 1-[(3S,5S)-5-(hydroxymethyl)tetrahydrofuran-3-yl]thymine 
• 151223-87-9 4(S)-(6-amino-9H-purin-9-yl)-2(S)-(O-benzoylmethyl)tetrahydrofuran 
• 151223-92-6 4(S)-<4-amino-2-oxo-1(2H)-pyrimidinyl>-2(S)-(O-benzoylmethyl)tetrahydrofuran 
• 143191-80-4 2(S)-(O-benzoylmethyl)-4(S)-<4-(1,2,4-triazolyl)-2-oxo-1(2H)-pyrimidinyl>tetrahydrofuran 
• 143191-79-1 2(S)-(O-benzoylmethyl)-4(S)-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>tetrahydrofuran 
• 151223-91-5 2(S)-(O-benzoylmethyl)-4(S)-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>tetrahydrofuran 
• 160999-12-2 N-<<<(2S,4S)-2-(O-benzoylmethyl)tetrahydrofuranyl>amino>carbonyl>-3-ethoxy-2-propenamide 
• 151223-88-0 2(S)-(O-benzoylmethyl)-4(S)-(6-chloro-9H-purin-9-yl)tetrahydrofuran 

Relevant academic research and scientific papers

Design, synthesis, and biological evaluation of novel C5-modified pyrimidine ribofuranonucleosides as potential antitumor or/and antiviral agents

Background: Nucleoside analogues are well-known antitumor, antiviral, and chemotherapeutic agents. Alterations on both their sugar and the heterocyclic parts may lead to significant changes in the spectrum of their biological activity and the degree of selective toxicity, as well as in their physicochemical properties. Method: C5-arylalkynyl-β-D-ribofuranonucleosides 3-6, 3?-deoxy 12-15, 3?-deoxy-3?-C-methyl-β-D-ribofurananucleosides 18-21 and 2?-deoxy-β-D-ribofuranonucleosides 23-26 of uracil, were synthesized using a one-step Sonogashira reaction under microwave irradiation and subsequent deprotection. Results: All newly synthesized nucleosides were tested for their antitumor or antiviral activity. Moderate cytostatic activity against cervix carcinoma (HeLa), murine leukemia (L1210) and human lymphocyte (CEM) tumor cell lines was displayed by the protected 3?-deoxy derivatives 12b, 12c, 12d, and the 3?-deoxy-3?-methyl 18a, 18b, 18c. The antiviral evaluation revealed appreciable activity against Coxsackie virus B4, Respiratory syncytial virus, Yellow Fever Virus and Human Coronavirus (229E) for the 3?-deoxy compounds 12b, 14, and the 3?-deoxy-3?-methyl 18a, 18c, 18d, accompanied by low cytotoxicity. Conclusion: This report describes the total and facile synthesis of modified furanononucleosides of uracil, with alterations on both the sugar and the heterocyclic portions. Compounds 12b, 14 and 18a,c,d showed noticeable antiviral activity against a series of RNA viruses and merit further biological and structural optimization investigations.

NUCLEOSIDE ANALOGUES FOR THE TREATMENT OF PARASITIC INFECTIONS

The present invention relates to novel nucleoside analogues and compositions containing said nucleoside analogues. Moreover, the present invention provides processes for the preparation of the disclosed compounds, as well as methods of using them, for instance as a medicine, in particular for the diagnosis, prevention and/or treatment of parasitic infections, more specifically for use in the diagnosis, prevention and/or treatment of a Trypanosoma infection.

Visible Light Photocatalytic Reduction of O-Thiocarbamates: Development of a Tin-Free Barton-McCombie Deoxygenation Reaction

The Barton-McCombie deoxygenation is one of the most important transformations in the toolbox of organic chemists which has been the subject of a number of methodological developments. In this study, we report a photocatalyzed redox deoxygenation of secondary and tertiary alcohols from thiocarbamate precursors under visible light activation. The iridium complex Ir(ppy)3 proved to be the most efficient catalyst in the presence of Hünig's base as sacrifial electron donor. A mechanistic investigation is presented based on fluorescence quenching experiments and cyclic voltammetry.

Deoxygenation of 5-O-benzoyl-1,2-isopropylidene-3-O-imidazolylthiocarbonyl-α-d-xylofuranose using dimethyl phosphite: an efficient alternate method towards a 3′-deoxynucleoside glycosyl donor

An efficient radical deoxygenation reaction of thiocarbonylimidazolyl activated glycoside analogue using dimethyl phosphite as hydrogen source and radical chain carrier was performed as a key step in a multi step synthesis towards a common 3-deoxy glycosyl donor for 3′-deoxynucleosides. This method has safety and cost advantages compared to the generally used radical reduction reagents.

Radical deoxygenation of hydroxyl groups via phosphites

A highly efficient, two-step sequence method for the deoxygenation of hydroxyl groups has been developed. The method involves the preparation of the 2-(2-iodophenyl)ethyl methyl phosphite derivative of an alcohol using methyl dichlorophosphite and 2-(2-iodophenyl)ethanol. Treatment of the phosphite intermediate with (n-Bu)3SnH/AIBN in refluxing benzene cleanly produces the deoxygenation product of the original alcohol. Copyright

Stereocontrolled Syntheses of Deoxyribonucleosides via Photoinduced Electron-Transfer Deoxygenation of Benzoyl-Protected Ribo- and Arabinonucleosides

The stereocontrolled, de novo syntheses of β-2′-deoxy-, α-2′-deoxy-, β-3′-deoxy-, and β-2′,3′-dideoxyribonucleosides are described. Strategically protected ribose, arabinose, and xylose glycosylation precursors were synthesized bearing C2-esters capable of directing Vorbrueggen glycosylation. The key step is the regioselective deoxygenation of the desired hydroxyl group as either the benzoyl- or 3-(trifluoromethyl)benzoyl derivative. This deoxygenation is accomplished via a photoinduced electron-transfer (PET) mechanism using carbazole derivatives as the photosensitizer. The syntheses of the desired deoxynucleoside generally proceed in three steps from a common, readily available precursor.

Structure-Activity Relationships of 9-Alkyladenine and Ribose-Modified Adenosine Derivatives at Rat A3 Adenosine Receptors

9-Alkyladenine derivatives and ribose-modified N6-benzyladenosine derivatives were synthesized in an effort to identify selective ligands for the rat A3 adenosine receptor and leads for the development of antagonists.The derivatives

Synthesis and antifungal activity of 3'-deoxyribonucleosides

Synthesis and antifungal activity of 3'-deoxyribonucleosides containing naturally occurring pyrimidine and purine bases are reported.

THE SYNTHESIS OF (S) AND (R) ENANTIOMERS OF NOVEL HYDROXYMETHYLATED ISODIDEOXYNUCLEOSIDES

Novel isomeric dideoxynucleosides, with symmetry introduced at the 2'-position (4'-position using normal nucleoside numbernig) through the introduction of an additional hydroxymethyl group, have been synthesized.Both (R) and (S) enantiomeric series were investigated.The methodologies developed have generality and the presence of the hydroxymethyl group trans to the base may be used to introduce a wide variety of functionalities at this position.