4026-27-1

Usage

Uses

Used in Pharmaceutical Industry:
1,2,3,4-Di-O-isopropylidene-alpha-D-fucopyranose is used as a potential compound for the synthesis of novel enzyme substrates, specifically for beta-D-fucosidase. This enzyme plays a crucial role in the metabolism of fucosylated compounds, which are involved in various biological processes, including cell signaling and adhesion. By providing a novel substrate for beta-D-fucosidase, 1,2,3,4-DI-O-ISOPROPYLIDENE-ALPHA-D-FUCOPYRANOSE can help researchers better understand the enzyme's function and potentially develop new therapeutic strategies for related conditions.
Additionally, 1,2,3,4-DI-O-ISOPROPYLIDENE-ALPHA-D-FUCOPYRANOSE may also be used in the development of new drugs targeting fucosylated compounds or in the creation of advanced drug delivery systems that can specifically target cells with fucosylated molecules on their surface. This could have significant implications for the treatment of various diseases, including cancer, by allowing for more targeted and effective therapies.

Upstream product

• 4148-55-4 (-)-1,2:3,4-di-O-isopropylidene-6-O-methylsulfonyl-α-D-galactopyranose 
• 4478-43-7 (1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose 
• 79233-84-4 6-O-(imidazolylthiocarbonyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 4026-28-2 1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose 
• 94-36-0 dibenzoyl peroxide 
• 75717-36-1 ethyl (Z)-3-(phenylsulfanyl)propenoate 
• 91-22-5 quinoline 

Downstream Products

• 1128-40-1 methyl α-D-fucopyranoside 
• 3615-37-0 D-Fucose 
• 433717-85-2 p-tolyl 3,4-O-isopropylidene-6-deoxy-1-thio-β-D-galactopyranoside 
• 433717-84-1 p-tolyl 2,3,4-tri-O-acetyl-6-deoxy-1-thio-β-D-galactopyranoside 
• 5158-64-5 2,3,4-tri-O-acetyl-D-fucopyranosyl bromide 
• 155485-70-4 1,2-O-<1-(exo-Cyano)ethylidene>-α-D-fucopyranose 
• 155485-71-5 1,2-O-<1-(exo-Cyano)ethylidene>-3-O-trityl-α-D-fucopyranose 
• 155485-72-6 4-O-Acetyl-1,2-O-<1-(exo-cyano)ethylidene>-3-O-trityl-α-D-fucopyranose 
• 129171-96-6 methyl 3,4-O-benzylidene-6-deoxy-D-galactopyranoside 
• 119824-72-5 C₂₁H₂₁⁽²⁾HO₆ 
• 1220051-61-5 2-azidoethyl (2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->2)-3,4-O-isopropylidene-α-D-fucopyranoside 
• 1220051-64-8 2-azidoethyl (2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->2)-4-O-acetyl-α-D-fucopyranoside 
• 1220051-66-0 2-azidoethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-[(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->2)]-4-O-acetyl-α-D-fucopyranoside 
• 28553-11-9 fucose 1-phosphate 

Relevant academic research and scientific papers

The use of a new magnesium-derived hydride reagent for carbohydrate derivatives

The magnesium hydride based reagent in THF solution is an excellent tool for the stereoselective reduction of different uloside derivatives. Sugar azides, sulfonyl esters give aminosugars and methylose derivatives without affecting other functionalities. Halogenated sugars or methylene derivatives are stable under these conditions. The reagent can be applied in the presence of a wide variety of blocking groups (acetals, benzyl and allyl ethers, imides, C=C bonds) generally used in the carbohydrate chemistry.

Some Studies on Proximal Addition-Elimination Procedures in Intermolecular Carbon-Carbon Bond-forming Free Radical Reacttions. Convenient Synthesis of Ethyl (E)-(Ethyl 2,3,6,7,8-Pentadeoxy-α-D-erythro-nona-2,7-dienopyranosid)uronate

Et3B-induced hydrostannation of ethyl propiolate with tributyltin hydride afforded a mixture of ethyl (Z)- and (E)-3-(tributyltin)propenoate which, after purification, could be used as such in radical carbon-carbon bond-forming reactions with iodides as t

A Mechanistic Study of the Photoreactions of Deoxy Iodo Sugars

Quantum yields of 0.31, 3.7, and 1.1 have been determined for the photochemical disappearance in heptane of 6-deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (1), 3-deoxy-3-iodo-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (2), and 3-deoxy-3-iodo-1,2:3,4-di-O-isopropylidene-α-D-glucofuranose (3), respectively.The major reaction for compounds 2 and 3 is epimerization at C-3, a reaction not observable for compound 1.Photochemical epimerization takes place in at least two ways.First, carbon-iodine bond homolysis followed by recombination of the radicalsproduced either regenerates the starting iodide or gives its C-3 epimer.Second, a chain reaction takes place in which the propagation step involves transfer of an iodine atom from the deoxy iodo sugar (2 or 3) to the carbon radical produced by carbon-iodine bond homolysis.In the presence of oxygen a new set of photoproducts is formed.These include enol esters, alcohols, and carbonyl compounds.

Synthesis of Deoxy Sugars. Deoxygenation by Treatment with N,N'-Thiocarbonyldiimidazole/Tri-n-butylstannane

Protected sugars containing a free hydroxyl group have been deoxygenated by conversion to the O-(imidazolylthiocarbonyl) derivative with N,N'-thiocarbonyldiimidazole followed by treatment with tri-n-butylstannane.This reaction sequence offers a mild, high-yield procedure for the deoxygenation of hexose derivatives with a hindered secondary hydroxyl group at C-3 or C-4.The primary 6-O-(imidazolylthiocarbonyl) compound obtained from 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose reacts with tri-n-butylstannane to give a mixture of the 6-deoxy sugar (31percent) and starting alcohol (57percent).