17968-56-8

Basic information

• Product Name: 5-deoxy-5-C-(diethoxyphosphinyl)-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose
• Synonyms: 5-deoxy-5-C-(diethoxyphosphinyl)-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose
• CAS NO: 17968-56-8
• Molecular Weight: 324.311
• Mol File: 17968-56-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-deoxy-5-C-(diethoxyphosphinyl)-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 5-deoxy-5-C-(diethoxyphosphinyl)-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose(17968-56-8)
• EPA Substance Registry System: 5-deoxy-5-C-(diethoxyphosphinyl)-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose(17968-56-8)

Safety Data

• Hazardous Substances Data: 17968-56-8(Hazardous Substances Data)

Upstream product

• 85426-94-4 5-deoxy-5-iodo-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose 
• 122-52-1 triethyl phosphite 

Downstream Products

• 85427-07-2 1,2,4-tri-O-acetyl-5-C-<(p-bromophenacyloxy)phosphinyl>-5-deoxy-3-O-methyl-D-xylopyranose 

Relevant articles and documents

SYNTHESIS OF 1,2,4-TRI-O-ACETYL-5-DEOXY-5-C--3-O-METHYL-α- AND -β-D-XYLOPYRANOSE, AND THEIR STRUCTURAL ANALYSIS BY 400-MHz, PROTON NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY

5-Deoxy-5-iodo-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose, prepared quantitatively from its 5-O-p-tolylsulfonyl precursor, readily gave the 5-C-(diethoxyphosphinyl) derivative.Treatment of this compound with sodium dihydrobis(2-methoxyethoxy)aluminate, followed by hydrogen peroxide, mineral acid, and hydrogen peroxide, yielded 5-deoxy-5-C-(hydroxyphosphinyl)-3-O-methyl-α,β-D-xylopyranoses in 65percent overall yield.The structures of these sugar analogs were effectively established on the basis of the mass and 400-MHz, 1H-n.m.r. spectra of the four title compounds, derived by treatment with diazomethane and then acetic anhydride in pyridine. 5-C--1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-β-D-xylopyranose was also isolated and characterized.