58394-32-4

Basic information

• Product Name: 1,6-ANHYDRO-2,3-DIDEOXY-BETA-D-THREO-HEX-2-ENOPYRANOSE
• Synonyms: 1,6-ANHYDRO-2,3-DIDEOXY-BETA-D-THREO-HEX-2-ENOPYRANOSE;1,6-Anhydro-2,3-dideoxy-b-D-threo-hex-2-enopyranose
• CAS NO: 58394-32-4
• Molecular Formula: C₆H₈O₃
• Molecular Weight: 128.126
• Mol File: 58394-32-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 264.5±40.0 °C(Predicted)
• Appearance: /
• Density: 1.344±0.06 g/cm3(Predicted)
• PKA: 13.73±0.20(Predicted)
• CAS DataBase Reference: 1,6-ANHYDRO-2,3-DIDEOXY-BETA-D-THREO-HEX-2-ENOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-ANHYDRO-2,3-DIDEOXY-BETA-D-THREO-HEX-2-ENOPYRANOSE(58394-32-4)
• EPA Substance Registry System: 1,6-ANHYDRO-2,3-DIDEOXY-BETA-D-THREO-HEX-2-ENOPYRANOSE(58394-32-4)

Safety Data

• Hazardous Substances Data: 58394-32-4(Hazardous Substances Data)

Usage

Type of compound

Rare sugar compound

Usage

Synthesis of various bioactive compounds

Molecular structure

Six-membered ring sugar molecule with a double bond between the second and third carbons

Biological properties

Potential antiviral and antibacterial activities

Pharmaceutical applications

Development of novel pharmaceuticals

Organic synthesis

Used as a chiral building block

Availability

Limited

Ongoing research

Exploring potential applications in pharmaceuticals and biochemistry

Upstream product

• 21193-75-9 D-galactal 
• 33648-08-7 (-)-(1R,4R,5R)-7,8-Dioxabicyclo[3.2.1]oct-3-en-2-yl acetate 
• 33647-85-7 isolevoglucosenone 
• 58394-31-3 1,6-anhydro-2,3-dideoxy-β-D-erythro-hex-2-enopyranose 
• 157905-00-5 phenyl 4,6-di-O-acetyl-2,3-dideoxy-α/β-D-erythro-hex-2-enopyranoside 
• 2873-29-2 D-glucal triacetate 
• 1487-18-9 (furan-2-yl)ethylene 
• 19377-75-4 1-(furan-2-yl)ethane-1,2-diol 
• 33647-74-4 6-hydroxy-2-hydroxymethyl-6H-pyran-3-one 
• 52630-80-5 (+/-)-7,8-Dioxabicyclo[3.2.1]oct-3-en-2-ol 
• 34147-09-6 1,6:3,4-dianhydro-β-D-talopyranose 
• 37112-31-5 levoglucosenone 
• 58238-41-8 C₆H₆O₄ 
• 50705-28-7 1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose 

Downstream Products

• 50705-28-7 1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose 
• 141054-99-1 1,6-anhydro-4-O-benzyl-2,3-dideoxy-β-D-threo-hex-2-enopyranose 
• 33647-85-7 isolevoglucosenone 
• 331633-91-1 1,6-anhydro-4-O-p-methoxybenzyl-2,3-dideoxy-β-D-threo-hex-2-enopyranose 
• 331633-94-4 1,6:2,3-dianhydro-2,3-epithio-4-O-p-methoxybenzyl-β-D-talopyranose 
• 331633-92-2 1,6-anhydro-4-O-p-methoxybenzyl-β-D-gulopyranose 
• 331633-93-3 1,6-anhydro-4-O-p-methoxybenzyl-β-D-gulopyranose 2,3-cyclic sulfate 
• 331633-97-7 1,6-anhydro-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-4-O-p-methoxybenzyl-3-thio-β-D-galactopyranose 
• 82742-16-3 1,6:2,3-Dianhydro-4-O-benzyl-β-D-glucopyranose 
• 61074-28-0 1,6:2,3-di-anhydro-4-O-benzyl-β-D-talopyranose 
• 59464-21-0 1,6-anhydro-2-azido-4-O-benzyl-2-deoxy-β-D-galactopyranose 
• 174905-26-1 3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose 

Relevant articles and documents

Manipulating the enone moiety of levoglucosenone: 1,3-Transposition reactions including ones leading to isolevoglucosenone

The manipulation of the enone moiety associated with the biomass-derived, homochiral and now abundant compound levoglucosenone (1) is described. While the trichloroacetimidates derived from the allylic alcohols 3 and 4 failed to engage in Overman-type rea

Chemoselective elaboration of O-linked glycopeptide mimetics by alkylation of 3-thioGalNAc

A critical branch point in mucin-type oligosaccharides is the β1 → 3 glycosidic linkage to the core α-N-acetylgalactosamine (GalNAc) residue. We report here a strategy for the synthesis of O-linked glycopeptide analogues that replaces this linkage with a

Reactions of 2-hydroxy-6,8-dioxabicyclo[3.2.1]oct-3-ene with diethylaminosulfur trifluoride and with halogens. Facile synthesis of 1,6- anhydrohalohexopyranoses

D-Galactal 1 reacts in THF in the presence of catalytic amounts of concentrated sulfuric acid to give (2R)-2-hydroxy-6,8-dioxabicyclo[3.2.1]oct- 3-ene (4) in a Ferrier-type rearrangement in 40% yield. When 4 is treated with diethylaminosulfur trifluoride