22618-03-7

Basic information

• Product Name: 1-O,2-O:3-O,4-O-Bis(1-methylethylidene)-6-deoxy-β-L-arabino-5-hexenopyranose
• Synonyms: 1-O,2-O:3-O,4-O-Bis(1-methylethylidene)-6-deoxy-β-L-arabino-5-hexenopyranose
• CAS NO: 22618-03-7
• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.26832
• Mol File: 22618-03-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-O,2-O:3-O,4-O-Bis(1-methylethylidene)-6-deoxy-β-L-arabino-5-hexenopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O,2-O:3-O,4-O-Bis(1-methylethylidene)-6-deoxy-β-L-arabino-5-hexenopyranose(22618-03-7)
• EPA Substance Registry System: 1-O,2-O:3-O,4-O-Bis(1-methylethylidene)-6-deoxy-β-L-arabino-5-hexenopyranose(22618-03-7)

Safety Data

• Hazardous Substances Data: 22618-03-7(Hazardous Substances Data)

Usage

Hexenopyranose ring

A six-carbon sugar ring structure with a double bond between the second and third carbon atoms, giving it the properties of both an alkene and a pyranose.

Deoxy sugar

Lacking one oxygen atom compared to a regular sugar, which affects its reactivity and interactions with other molecules.

β-L-arabino configuration

The arrangement of the hydroxyl (OH) group on the second carbon atom in the sugar ring, which influences the compound's stereochemistry and interactions with other molecules.

Organic synthesis

The compound can be used as a building block or intermediate in the synthesis of more complex organic molecules.

Complex chemical structure

The combination of the hexenopyranose ring, deoxy sugar, β-L-arabino configuration, and isopropylidene groups results in a complex and unique chemical structure, which may have specific properties and applications.

Upstream product

• 4026-28-2 1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose 

Downstream Products

• 133319-93-4 (1S,2R,3S,4S)-5-cyclohexene-1,2,3,4-tetrol 
• 526-87-4 conduritol A 
• 32738-74-2 6-deoxy-L-galactose 
• 3615-37-0 D-Fucose 
• 38838-08-3 6-bromo-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 120162-75-6 6-deoxy-6-(dimethylphenylsilyl)-1,2:3,4-di-O-isopropylidene-β-L-altropyranose 

Relevant articles and documents

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.