5432-33-7

Usage

Uses

Used in Organic Synthesis:
5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE is used as a building block in organic synthesis for the production of various pharmaceuticals, natural products, and other organic compounds. Its unique structure and reactivity contribute to the creation of complex molecules, enhancing the diversity and effectiveness of synthesized products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE is used as a key intermediate for the synthesis of biologically active compounds. Its role in the development of new drugs is significant due to its ability to facilitate the creation of novel molecular structures with potential therapeutic applications.
Used in Material Science:
5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE has potential applications in the development of new materials. Its unique chemical properties can be leveraged to create innovative materials with specific characteristics, such as improved stability or reactivity, for use in various industrial applications.
Used in Research and Development:
In the field of research and development, 5-O-CARBOMETHOXY-1,2-O-ISOPROPYLIDENE-D-XYLOFURANOSE is utilized as a versatile compound for exploring new chemical reactions and pathways. Its reactivity and structural features make it an attractive candidate for studying the synthesis of complex organic molecules and the discovery of new chemical processes.

InChI:InChI=1/C10H16O7/c1-10(2)16-7-6(11)5(15-8(7)17-10)4-14-9(12)13-3/h5-8,11H,4H2,1-3H3

Upstream product

• 85951-12-8 1,2-O-isopropylidene-5-O-(tert-butyl)dimethylsilyl-α-D-xylofuranoside 
• 1388091-75-5 5-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-3-O-methoxycarbonyl-α-D-xylofuranoside 

Downstream Products

• 415704-29-9 1,2-O-isopropylidene-5-O-methoxycarbonyl-3-O-phenoxythiocarbonyl-α-D-xylofuranose 
• 1327260-03-6 2-deoxy-3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosyl-(1->3)-5-O-carbomethoxy-1,2-O-isopropylidene-D-xylofuranose 
• 109454-69-5 methyl-[O⁵-methoxycarbonyl-O³-(toluene-4-sulfonyl)-ξ-D-xylofuranoside 
• 16713-88-5 1,2-O-isopropylidene-3-O-tosyl-α-D-xylopentofuranose 
• 134760-59-1 Acetic acid (2R,3R,4S,5R)-2-(2-acetylamino-6-diphenylcarbamoyloxy-purin-9-yl)-4-methanesulfonyloxy-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester 
• 134760-62-6 3-Trifluoromethyl-benzoic acid (2R,3R,4S,5R)-2-(2-amino-6-methoxy-purin-9-yl)-4-methanesulfonyloxy-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester 
• 134760-60-4 Methanesulfonic acid (2R,3S,4R,5R)-5-(2-amino-6-methoxy-purin-9-yl)-2-methoxycarbonyloxymethyl-4-phenoxythiocarbonyloxy-tetrahydro-furan-3-yl ester 
• 41107-52-2 3-deoxy-1,2-O-isopropylidene-5-O-p-tolylsulfonyl-β-L-threo-pentofuranose 
• 74580-94-2 1,2-O-isopropylidene-5-O-(methoxycarbonyl)-3-O-tosyl-α-D-xylofuranose 

Relevant academic research and scientific papers

Alkyloxycarbonyl group migration in furanosides

A migration of methyloxycarbonyl group from secondary to primary hydroxyl was observed in furanosides (ribosides and xylosides) under usual desilylation conditions using tetrabutylammonium fluoride. The migration was studied further on several alkyloxycarbonyl furanosides under either basic or acidic conditions. As follows from 13C labelling experiments and product distribution, the migration in xylosides, proceeds intramolecularly via six-membered cyclic carbonate, whereas in ribosides, the migration is intermolecular. Acidic conditions prevented the migration in ribosides whereas the migration in xylosides was circumvented under neutral conditions.