7473-38-3

Usage

Uses

Used in Pharmaceutical Industry:
BENZYL BETA-L-ARABINOPYRANOSIDE is used as a potential therapeutic agent for its anti-cancer properties. It has been studied for its ability to target and inhibit the growth of cancer cells, making it a promising candidate for cancer treatment.
BENZYL BETA-L-ARABINOPYRANOSIDE is also used as an anti-inflammatory agent, helping to reduce inflammation and alleviate symptoms associated with various inflammatory conditions.
Used in Cosmetic Industry:
BENZYL BETA-L-ARABINOPYRANOSIDE is used as an ingredient in cosmetic products due to its antimicrobial activity. It can help protect the skin from harmful microorganisms and support skin health.
BENZYL BETA-L-ARABINOPYRANOSIDE is used as a natural alternative to synthetic ingredients in the development of pharmaceutical and cosmetic products, offering potential health benefits and aligning with consumer preferences for natural and eco-friendly options.

Upstream product

• 87-72-9 L-(+)-arabinose 
• 100-51-6 benzyl alcohol 
• 7296-55-1 L-arabinose 
• 7296-56-2 β-L-arabinopyranose 
• 5328-37-0 L-arabinose 
• 87-72-9 L-arabinofuranose 
• 1114-34-7 D-lyxose 
• 7553-56-2 iodine 
• 18403-22-0 (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 3068-31-3 1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose 

Downstream Products

• 110434-89-4 Benzyl-2,3,4-tri-O-acetyl-β-L-arabinopyranosid 
• 18403-22-0 (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 14152-81-9 N-((2S)-2r-benzyloxy-3ξ,5ξ-dihydroxy-morpholin-4-yl)-isonicotinamide 
• 14152-83-1 1-((2S)-2r-benzyloxy-3ξ,5ξ-dihydroxy-morpholin-4-yl)-3-propyl-thiourea 
• 14152-84-2 1-((2S)-2r-benzyloxy-3ξ,5ξ-dihydroxy-morpholin-4-yl)-3-methyl-thiourea 
• 14152-85-3 1-((2S)-2r-benzyloxy-3ξ,5ξ-dihydroxy-morpholin-4-yl)-3-phenyl-thiourea 
• 361459-21-4 benzyl 2,3,4-tri-O-methyl-β-L-arabinopyranoside 
• 866476-72-4 4-Oxo-pentanoic acid (2S,3R,4S,5S)-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester 
• 866476-71-3 benzyl 2-O-levulinyl-3,4-O-isopropylidene-β-L-arabinopyranoside 
• 866476-73-5 benzyl 2-O-levulinyl-4-O-acetyl-β-L-arabinopyranoside 
• 866476-79-1 2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate 
• 866476-78-0 2-O-levulinyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate 
• 81692-07-1 (3S,4S,5R,6S)-5-Allyloxy-4,6-bis-benzyloxy-tetrahydro-pyran-3-ol 
• 81692-08-2 benzyl 2-O-allyl-4-O-benzyl-β-L-arabinopyranoside 

Relevant academic research and scientific papers

BIARYL AMIDES WITH MODIFIED SUGAR GROUPS FOR TREATMENT OF DISEASES ASSOCIATED WITH HEAT SHOCK PROTEIN PATHWAY

Provided are biaryl amides and coumarin-based compounds with modified sugar groups for treatment of diseases associated with heat shock protein pathway. The compounds having the following formulas, wherein variables are as defined herein. Formulae (I), (II), (III), (IV), and (V), Pharmaceutical compositions of the compounds are also provided. These biaryl amides and coumarin-based derivatives with modified sugar groups are useful for treatment and prevention of diseases and disorders, including neurological disorders, such as neurodegenerative diseases and nerve damaging disorders, for example, diabetic peripheral neuropathy.

Nucleoside analogues with a 1,3-diene-Fe(CO)3 substructure: Stereoselective synthesis, configurational assignment, and apoptosis-inducing activity

The synthesis and stereochemical assignment of two classes of iron-containing nucleoside analogues, both of which contain a butadiene-Fe(CO)3 substructure, is described. The first type of compounds are Fe(CO)3-complexed 3'-alkenyl-2′,3′-dideoxy- 2′,3′-dehydro nucleosides (2,5-dihydrofuran derivatives), from which the second class of compounds is derived by formal replacement of the ring oxygen atom by a CH2 group (carbocyclic nucleoside analogues). These compounds were prepared in a stereoselective manner through the metal-assisted introduction of the nucleobase. Whilst the furanoid intermediates were prepared from carbohydrates (such as methyl-glucopyranoside), the carbocyclic compounds were obtained by using an intramolecular Pauson-Khand reaction. Stereochemical assignments based on NMR and CD spectroscopy were confirmed by X-ray structural analysis. Biological investigations revealed that several of the complexes exhibited pronounced apoptosis-inducing properties (through an unusual caspase 3-independent but ROS-dependent pathway). Furthermore, some structure-activity relationships were identified, also as a precondition for the design and synthesis of fluorescent and biotin-labeled conjugates. I gotta Fe-ling: Iron-containing nucleoside analogues, which were first synthesized during an exercise in stereoselective π-complex chemistry, exhibited pronounced cytotoxic and apoptosis-inducing activities, even against resistant cancer cell lines. Both hetero- (X=O) and carbocyclic (X=CH2) compounds were studied, and a synthetic route to R′-labeled derivatives was developed as a precondition for future biological experiments. TDS=thexyldimethylsilyl. Copyright

Synthesis and inhibition properties of a series of pyranose derivatives towards a Zn-metalloproteinase from Saccharomonospora canescens

The Zn-proteinase, isolated from Saccharomonospora canescens (NPS), shares many common features with thermolysin, but considerable differences are also evident, as far as the substrate recognition site is concerned. In substrates of general structure AcylAlaAlaPhe 4NA, this neutral proteinase cleaves only the arylamide bond (non-typical activity of Zn-proteinases), while thermolysin attacks the peptide bond Ala-Phe. Phosphoramidon is a powerful tight binding inhibitor for thermolysin and significantly less specific towards NPS. The Ki-values (65 μM for NPS vs 0.034 μM for thermolysin) differ nearly 2000-folds. This implies significant differences in the specificity of the corresponding subsites. The carbohydrate moiety is supposed to accommodate in the S1-subsite and the series of arabinopyranosides and glucopyranosides (12 compounds), which are assayed as inhibitors in a model system: NPS with SucAlaAlaPhe4NA as a substrate could be considered as mapping the S1-subsite of NPS. Members of the series with an additional ring (3,4-epithio, 3,4-anhydro-derivatives) turned out to be reasonably good competitive inhibitors (Ki ≈ 0.1-0.2 mM are of the same order as the Ki value for phosphoramidon). The structure of these compounds (8, 9, 11 and 12) seems to fit the size of the S1-subsite and due to an appropriately oriented OH-group in addition, to protect the active site Zn2+.

Catalytic asymmetric epoxidation of alkenes with arabinose-derived ketones containing a cyclohexane-1,2-diacetal

The effect of diol blocking groups, cyclohexane-1,2-diacetal verses butane-1,2-diacetal, on the asymmetric epoxidation of trans- and cis-alkenes by arabinose-derived ketones is reported. The ketone catalysts with a cyclohexane-1,2-acetal display similar asymmetric induction as those catalysts with a butane-1,2-diacetal in most cases. For (E)-1-benzyloxy-4-hexene, the ee of the enantioselective epoxidation has reached 61% with the cyclohexane-1,2-dineopentyl acetal ketone catalyst.

Synthesis of 6- and 7-(1,2,3-trihydroxy-1,2-O-isopropyl-denepropyl)pteridines and deoxygenation of their 3′-hydroxy groups

Treatment of 3,4-O-isopropylidene-L-threo-pentos-2-ulose (7) with 5,6-diamino-1,3-dimethyluracil (8) afforded 1,3-dimethyl-6-[(1R,2S)-1,2,3-trihydroxy-1,2-O-isopropylidenepropyl]lumazine (9a) and its 7-substituted isomer (9b). Deoxygenation of 3′-hydroxy

A solid-phase approach to novel purine and nucleoside analogs

This paper describes a method for the preparation of purine analogs using the solid-phase approach. Nucleoside bases were constructed on Merrifield resin by sequential displacement of purine dichloride with amines, and after detachment, the purine analogs were condensed with d,l-ribofuranoside compounds by the Vorbrueggen method. Thereof, l-ribofuranoside was prepared from l-arabinose via the selective oxidation-reduction procedure of the 2-OH group. Some compounds exhibited moderate activity against HIV-1 in PBM cells.

Enantiospecific synthesis of both enantiomers of 2-benzyloxydihydropyran-3- ones from arabinose

Approaches to the enantioselective synthesis of the useful building blocks (2R)- and (2S)-2-benzyloxy-2(H)-pyran-3(6H)-one (12 and 17, respectively) are described. The most direct and highly yielding route for the synthesis of 12 was based on the 'one-pot

Arabinose-derived ketones as catalysts for asymmetric epoxidation of alkenes

Readily available arabinose-derived ketones, containing a tunable butane-2,3-diacetal as the steric blocker, displayed increasing enantioselectivity (up to 90% ee) with the size of the acetal alkyl group in catalytic asymmetric epoxidation of trans-disubstituted and trisubstituted alkenes. The stereochemical communication between our ketone catalysts and the alkene substrates is mainly due to steric effect, and electronic effect involving π-π interaction between phenyl groups of substrate and of catalyst did not appear to be operative in our system.

Synthesis of two bidesmosidic ursolic acid saponins bearing a 2,3-branched trisaccharide residue

The focus of this work was on the synthesis of two bidesmosidic ursolic acid saponins bearing a 2,3-branched trisaccharide residue. Therefore, 3-O-{[β-d-glucopyranosyl-(1→2)]-[α-l-arabinopyranosyl-(1→3) ]-α-l-arabinopyranosyl}ursolic acid-28-O-[β-d-glucop

2'-deoxy-L-nucleosides

This invention provides processes for the preparation of compounds having the structure: wherein X and Y are same or different, and H, OH, OR, SH, SR, NH2, NHR′, or NR′R″Z is H, F, Cl, Br, I, CN, or NH2. R is hydrogen, halogen, lower alkyl of C1-C6 or aralkyl, NO2, NH2, NHR′, NR′R″, OH, OR, SH, SR, CN, CONH2, CSNH2, CO2H, CO2R′, CH2CO2H, CH2CO2R′, CH═CHR, CH2CH═CHR, or C═CR. R′ and R″ are same or different, and lower alkyl of C1-C6. R13 is hydrogen, alkyl, acyl, phosphate (monophosphate, diphosphate, triphosphate, or stabilized phosphate) or silyl; and