85427-07-2

Basic information

• Product Name: 1,2,4-tri-O-acetyl-5-C-<(p-bromophenacyloxy)phosphinyl>-5-deoxy-3-O-methyl-D-xylopyranose
• CAS NO: 85427-07-2
• Molecular Weight: 535.282
• Mol File: 85427-07-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,2,4-tri-O-acetyl-5-C-<(p-bromophenacyloxy)phosphinyl>-5-deoxy-3-O-methyl-D-xylopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-tri-O-acetyl-5-C-<(p-bromophenacyloxy)phosphinyl>-5-deoxy-3-O-methyl-D-xylopyranose(85427-07-2)
• EPA Substance Registry System: 1,2,4-tri-O-acetyl-5-C-<(p-bromophenacyloxy)phosphinyl>-5-deoxy-3-O-methyl-D-xylopyranose(85427-07-2)

Safety Data

• Hazardous Substances Data: 85427-07-2(Hazardous Substances Data)

Upstream product

• 17954-92-6 1,2-O-isopropylidene-3-O-methyl-5-O-p-tolylsulfonyl-α-D-xylofuranose 
• 17968-56-8 5-deoxy-5-C-(diethoxyphosphinyl)-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose 
• 17954-42-6 5-deoxy-3-O-methyl-5-C-(phosphinyl)-D-xylopyranose 
• 108-24-7 acetic anhydride 
• 99-73-0 para-bromophenacyl bromide 
• 85426-96-6 (3aR,5S,6R,6aR)-6-Methoxy-2,2-dimethyl-5-phosphorosomethyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 85426-94-4 5-deoxy-5-iodo-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose 
• 85426-95-5 5-deoxy-1,2-O-isipropylidene-3-O-methyl-5-C-phosphino-D-xylofuranose 

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.