173467-17-9

Usage

Uses

Used in Organic Synthesis:
2-Furancarboxylic acid, 5-[(1S,2R,3R)-1,2,3,4-tetrakis(acetyloxy)butyl]-, methyl ester is used as a building block in organic synthesis for the creation of various complex organic molecules. Its unique structure allows for versatile chemical reactions and the formation of a wide range of products.
Used in Pharmaceutical Research:
In pharmaceutical research, 2-Furancarboxylic acid, 5-[(1S,2R,3R)-1,2,3,4-tetrakis(acetyloxy)butyl]-, methyl ester is used as a potential precursor for the development of new drugs. Its furan ring and functional groups can be utilized to design and synthesize bioactive compounds with potential therapeutic applications.
Used in Polymer Production:
2-Furancarboxylic acid, 5-[(1S,2R,3R)-1,2,3,4-tetrakis(acetyloxy)butyl]-, methyl ester is used as a monomer or building block in the production of polymers and materials. The presence of the furan ring can impart special properties to the resulting polymers, such as enhanced thermal stability, chemical resistance, or other desirable characteristics.
Used as a Precursor or Intermediate in Complex Synthesis:
2-Furancarboxylic acid, 5-[(1S,2R,3R)-1,2,3,4-tetrakis(acetyloxy)butyl]-, methyl ester serves as a precursor or intermediate in the synthesis of more complex compounds. Its unique structure and reactivity make it a valuable component in the development of advanced materials and pharmaceuticals.

Upstream product

• 123843-50-5 methyl (2,4,5,7,8,9-hexa-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosid)onate 
• 75-05-8 acetonitrile 
• 108-24-7 acetic anhydride 
• 120123-43-5 3-deoxy-D-glycero-β-D-galacto-non-2-ulopyranosonic acid methyl ester 

Relevant academic research and scientific papers

Facile synthesis of 4-acylamino-2,6-anhydro-2,3,4-trideoxy-D-glycero-D- galacto-non-2-enoic acids

The title compounds were synthesized from 3-deoxy-D-glycero-D-galacto-2- nonulosonic acid (5, KDN) by a new method which is similar to the Ritter reaction. The structures of these compounds were elucidated from the MS, elemental analysis, 1H-NMR and 13C-NMR data, and the stereochemistry of methyl 4-benzoylamino-5,7,8,9-tetra-O-acetyl-2,6-anhydro-2,3-dideoxy-D- glycero-D-galacto-non-2-enonate (13) was determined by X-ray crystallographic analysis.

Syntheses of 2,6-anhydro-3-deoxy-D-glycero-D-galacto-non-2-enonic acid (KDN2en) and its hydrogenation products

Methyl 4,5,7,8,9-penta-O-acetyl-2,6-anhydro-3-deoxy-D-glycero-D-galacto-non-2-enonate (5) was synthesized from KDN methyl ester 2 with a catalytic amount of concentrated sulfuric acid in acetic anhydride, or from 2-chloro-KDN methyl ester 4 with DBU in good yield. Hydrogenation of 4 and 5 with 10% Pd-C gave 2-deoxy-2-Hax-KDN 8 and 2-deoxy-2-Heq-KDN derivative 11 in high yield, respectively. The structures of these compounds were elucidated from the MS, elemental analysis, 1H NMR and 13C NMR data.

A novel glycosylation of 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) via in situ pyranose-furanose rearrangement

In studies on the glycosylation of 3-deoxy-D-glycero-D-galacto-2- nonulosonic acid (KDN) derivatives, O-glycosides of furanose-type KDN were synthesized from benzyl 4,5,7,8,9-penta-O-acetyl-2-bromo-2,3-dideoxy-D- glycero-D-galacto-2-nonulopyranosonate under Koenigs-Knorr reaction conditions. The furanoid structures of the KDN moiety were supported by with 1H-NMR experiments, and the reaction was considered as a novel glycosylation with ring contraction, which proceeded via in situ pyranose-furanose rearrangement of the KDN moiety, and subsequent coupling with acceptors.