59531-24-7 Usage
Description
(2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol is a complex organic compound characterized by a tetrahydro-2H-pyran-2-ol core with multiple benzyl ether groups and a (benzyloxy)methyl group attached. This intricate molecular architecture, featuring six benzyl ether groups and the additional (benzyloxy)methyl moiety, indicates potential utility in pharmaceutical development or organic synthesis, where its versatile functional groups can be exploited to achieve specific biological or chemical objectives.
Uses
Used in Pharmaceutical Development:
(2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol serves as a key intermediate in the synthesis of pharmaceuticals, leveraging its multiple benzyl ether groups for chemical modifications that can enhance drug properties such as solubility, stability, and bioavailability. (2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol's chiral centers also allow for the creation of enantiomers, which may exhibit different pharmacological activities.
Used in Organic Synthesis:
In the field of organic synthesis, (2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol is utilized as a versatile building block for the construction of more complex organic molecules. Its benzyl ether groups can be selectively removed or modified, providing a range of synthetic handles for creating diverse chemical entities with potential applications in materials science, agrochemicals, or as precursors to other specialty chemicals.
Used in Drug Delivery Systems:
(2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol can be employed in the design of drug delivery systems, where its functional groups can be tailored to improve the encapsulation, targeting, and release of therapeutic agents. (2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol's structure may allow for the development of prodrugs or drug conjugates with enhanced pharmacokinetic profiles and reduced side effects.
Used in Chiral Chemistry:
Owing to its multiple chiral centers, (2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)Methyl)tetrahydro-2H-pyran-2-ol is a valuable compound in chiral chemistry. It can be used to study the effects of stereochemistry on biological activity or to develop enantioselective synthetic methods, which are crucial for producing single enantiomers of chiral drugs with improved efficacy and safety profiles.
Check Digit Verification of cas no
The CAS Registry Mumber 59531-24-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,5,3 and 1 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 59531-24:
(7*5)+(6*9)+(5*5)+(4*3)+(3*1)+(2*2)+(1*4)=137
137 % 10 = 7
So 59531-24-7 is a valid CAS Registry Number.
59531-24-7Relevant articles and documents
Electrochemical Synthesis of Glycosyl Fluorides Using Sulfur(VI) Hexafluoride as the Fluorinating Agent
Kim, Sungjin,Nagorny, Pavel
, p. 2294 - 2298 (2022/04/07)
This manuscript describes the electrochemical synthesis of 17 different glycosyl fluorides in 73-98% yields on up to a 5 g scale that relies on the use of SF6 as an inexpensive and safe fluorinating agent. Cyclic voltammetry and related mechanistic studies carried out subsequently suggest that the active fluorinating species generated through the cathodic reduction of SF6 are transient under these reductive conditions and that the sulfur and fluoride byproducts are effectively scavenged by Zn(II) to generate benign salts.
Tuning the activity of iminosugars: novel N-alkylated deoxynojirimycin derivatives as strong BuChE inhibitors
Ahuja-Casarín, Ana I.,Merino-Montiel, Penélope,Vega-Baez, José Luis,Montiel-Smith, Sara,Fernandes, Miguel X.,Lagunes, Irene,Maya, Inés,Padrón, José M.,López, óscar,Fernández-Bola?os, José G.
, p. 138 - 146 (2020/11/27)
We have designed unprecedented cholinesterase inhibitors based on 1-deoxynojirimycin as potential anti-Alzheimer’s agents. Compounds are comprised of three key structural motifs: the iminosugar, for interaction with cholinesterase catalytic anionic site (
Synthesis and conformational analysis of vicinally branched trisaccharide β-d-Galf-(1 → 2)-[β-d-Galf-(1 → 3)-]-α-GalpfromCryptococcus neoformansgalactoxylomannan
Dorokhova, Vera S.,Gerbst, Alexey G.,Komarova, Bozhena S.,Previato, José O.,Previato, Lúcia Mendon?a,Dmitrenok, Andrey S.,Shashkov, Alexander S.,Krylov, Vadim B.,Nifantiev, Nikolay E.
, p. 2923 - 2931 (2021/04/14)
The synthesis of a vicinally branched trisaccharide composed of twod-galactofuranoside residues attachedviaβ-(1 → 2)- and β-(1 → 3)-linkages to the α-d-galactopyranoside unit has been performed for the first time. The reported trisaccharide represents the galactoxylomannan moiety first described in 2017, which is the capsular polysaccharide of the opportunistic fungal pathogenCryptococcus neoformansresponsible for life-threatening infections in immunocompromised patients. The NMR-data reported here for the synthetic model trisaccharide are in good agreement with the previously assessed structure of galactoxylomannan and are useful for structural analysis of related polysaccharides. The target trisaccharide as well as the constituent disaccharides were analyzed by a combination of computational and NMR methods to demonstrate good convergence of the theoretical and experimental results. The results suggest that the furanoside ring conformation may strongly depend on the aglycon structure. The reported conformational tendencies are important for further analysis of carbohydrate-protein interaction, which is critical for the host response towardC. neoformansinfection.
