80483-16-5

Basic information

• Product Name: 2,6-Anhydro-1,5-dideoxy-L-arabino-hexa-5-enitol
• Synonyms: 2,6-Anhydro-1,5-dideoxy-L-arabino-hexa-5-enitol;L-Fucal;2,6-Anhydro-1,5-dideoxy-L-arabino-hex-5-enitol
• CAS NO: 80483-16-5
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.1418
• Mol File: 80483-16-5.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-Anhydro-1,5-dideoxy-L-arabino-hexa-5-enitol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Anhydro-1,5-dideoxy-L-arabino-hexa-5-enitol(80483-16-5)
• EPA Substance Registry System: 2,6-Anhydro-1,5-dideoxy-L-arabino-hexa-5-enitol(80483-16-5)

Safety Data

• Hazardous Substances Data: 80483-16-5(Hazardous Substances Data)

Usage

General Description

2,6-Anhydro-1,5-dideoxy-L-arabino-hexa-5-enitol is a chemical compound with a complex molecular structure. It belongs to the class of carbohydrates and is a derivative of L-arabino-hexa-5-enitol. 2,6-Anhydro-1,5-dideoxy-L-arabino-hexa-5-enitol has a six-carbon sugar backbone with a double bond and two substituents, and is synthesized through specific chemical reactions. It may have potential applications in medicinal chemistry, organic synthesis, or as a starting material for the production of other compounds. Its properties and potential uses may be further explored through research and experimentation in the field of chemistry.

Upstream product

• 80483-13-2 2,3,4-tri-O-acetyl-L-fucopyranosyl bromide 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-fucopyranose 
• 73-34-7 6-deoxy-L-galactose 
• 54621-94-2 3,4-di-O-acetyl-L-fucal 

Downstream Products

• 137035-65-5 1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol 
• 137035-64-4 1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol 
• 91861-12-0 Benzoic acid (2S,3S,4S)-4-hydroxy-2-methyl-3,4-dihydro-2H-pyran-3-yl ester 
• 130061-11-9 1,5-anhydro-3-O-benzoyl-2,6-dideoxy-L-lyxo-hex-1-enitol 
• 130061-16-4 dibenzoyl fucal 
• 157430-14-3 (2S,3S,6S)-6-(4-Methoxy-phenoxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol 
• 122900-89-4 (2S,3S,4S,4aS,5R,10R,10aR)-5-(2,4-Dinitro-phenylamino)-3,4-dihydroxy-9-methoxy-2-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]chromene-10-carbaldehyde 
• 106988-71-0 4-O-acetyl-1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol 
• 137035-66-6 3-O-acetyl-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol 
• 136933-30-7 3-O-(4-O-acetyl-2,3,6-trideoxy-2-iodo-α-L-arabino-hexopyranosyl)-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol 
• 136933-31-8 4-O-(4-O-acetyl-2,3,6-trideoxy-2-iodo-α-L-arabino-hexopyranosyl)-1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol 
• 136933-34-1 benzyl 3-azido-(3-O-benzyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-2,3,6-trideoxy-α-L-threo-hex-2-enopyranoside 
• 136933-33-0 benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-azido-2,3,6-trideoxy-α-L-threo-hex-2-enopyranoside 

Relevant articles and documents

Automated, Multistep Continuous-Flow Synthesis of 2,6-Dideoxy and 3-Amino-2,3,6-trideoxy Monosaccharide Building Blocks

An automated continuous flow system capable of producing protected deoxy-sugar donors from commercial material is described. Four 2,6-dideoxy and two 3-amino-2,3,6-trideoxy sugars with orthogonal protecting groups were synthesized in 11–32 % overall yields in 74–131.5 minutes of total reaction time. Several of the reactions were able to be concatenated into a continuous process, avoiding the need for chromatographic purification of intermediates. The modular nature of the experimental setup allowed for reaction streams to be split into different lines for the parallel synthesis of multiple donors. Further, the continuous flow processes were fully automated and described through the design of an open-source Python-controlled automation platform.

Stereospecific C-Glycosylation by Mizoroki–Heck Reaction: A Powerful and Easy-to-Set-Up Synthetic Tool to Access α- and β-Aryl-C-Glycosides

A stereospecific Mizoroki–Heck cross-coupling of differently substituted glycals with haloarenes resulting in the exclusive formation of either α- or β-aryl-C-glycosides depending solely on the configuration at C3 was achieved. The reaction was easy to set up because no specific precautions were required concerning moisture or oxygen, and it proceeded by a chirality transfer from C3 to C1. After optimization of cross-coupling conditions, various prepared glycals (7 examples) and arenes (10 examples) were tested, leading stereospecifically to the corresponding aryl-C-glycosides with a carbonyl group at C3, thus opening up new horizons for the total synthesis of glycosylated natural products.

Synthesis of a selective inhibitor of a fucose binding bacterial lectin from Burkholderia ambifaria

Burkholderia ambifaria is a bacterium member of the Burkholderia cepacia complex (BCC), a closely related group of Gram-negative bacteria responsible for "cepacia syndrome" in immunocompromised patients. B. ambifaria produces BambL, a fucose-binding lecti