82893-09-2

Basic information

• Product Name: (1,2;5,6-Di-O-isopropyliden-α-D-allofuranos-3-yloxy)triphenylphosphonium-bromid
• CAS NO: 82893-09-2
• Molecular Weight: 601.474
• Mol File: 82893-09-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1,2;5,6-Di-O-isopropyliden-α-D-allofuranos-3-yloxy)triphenylphosphonium-bromid(CAS DataBase Reference)
• NIST Chemistry Reference: (1,2;5,6-Di-O-isopropyliden-α-D-allofuranos-3-yloxy)triphenylphosphonium-bromid(82893-09-2)
• EPA Substance Registry System: (1,2;5,6-Di-O-isopropyliden-α-D-allofuranos-3-yloxy)triphenylphosphonium-bromid(82893-09-2)

Safety Data

• Hazardous Substances Data: 82893-09-2(Hazardous Substances Data)

Upstream product

• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 603-35-0 triphenylphosphine 

Downstream Products

• 32785-94-7 (3S)-3-chloro-3-deoxy-1,2:5,6-di-O-isoproplylidene-α-D-allofuranose 

Relevant articles and documents

Synthesis and Reactions of 3-O-Phosphoniogluco- and Allofuranoses

Starting from the bicyclic gluco- (3,5,7, and 9) and allofuranoses 11 the isolable 3-O-phosphoniocarbohydrates (4,6,8,10, and 12) were synthesized by reaction with triphenylphosphane (1), diethyl azodicarboxylate (2), and alkylating or acylating agents.On heating, the various allo configurated salts 12 are converted into the corresponding at C-3 epimeric gluco configurated substitution products offering a wide range of flexibility.The reactions of the gluco configurated salts depend strongly on the type of nucleophile to be introduced and from neighboring groups in t he carbohydrate skeleton.The iodide 4a and the azide 4g react by substitution forming the allo derivatives 15.In contrast, bromide, chloride, and sulfonate as gegen-ions mainly cause rearrangement of the 5,6-isopropylidene bridge or opening of the 5,6-anhydro structure.