14131-76-1

Basic information

• Product Name: methyl 5-deoxy-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2,3-O-(1-methylethylidene)pentofuranoside
• CAS NO: 14131-76-1
• Molecular Formula: C₁₇H₁₉NO₆
• Molecular Weight: 333.3359
• Mol File: 14131-76-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 447.7°C at 760 mmHg
• Flash Point: 224.6°C
• Density: 1.38g/cm³
• Vapor Pressure: 3.28E-08mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: methyl 5-deoxy-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2,3-O-(1-methylethylidene)pentofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 5-deoxy-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2,3-O-(1-methylethylidene)pentofuranoside(14131-76-1)
• EPA Substance Registry System: methyl 5-deoxy-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2,3-O-(1-methylethylidene)pentofuranoside(14131-76-1)

Safety Data

• Hazardous Substances Data: 14131-76-1(Hazardous Substances Data)

Upstream product

• 50610-99-6 1-O-methyl-2,3-O-isopropylidene-5-O-(methanesulfonyl)-β-D-ribofuranoside 
• 1074-82-4 potassium phtalimide 
• 4137-56-8 methyl 2,3-O-isopropylidene-5-O-p-tolylsulfonyl-β-D-ribofuranoside 
• 136918-14-4 phthalimide 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 

Relevant articles and documents

An Oxidation Study of Phthalimide-Derived Hydroxylactams

A systematic study of the oxidation of 3-hydroxy-2-substituted isoindolin-1-ones (hy-droxylactams) and their conversion to the corresponding phthalimides was undertaken using three oxidants. Of special interest was the introduction of nickel peroxide (NiO2 ) as an oxidation system for hydroxylactams and comparison of its performance with the commonly used pyridinium chlorochromate (PCC) and iodoxybenzoic acid (IBX) reagents. Using a range of hydroxylactams, optimal conversions of these substrates to the corresponding imides was achieved with 50 equivalents of freshly prepared NiO2 in refluxing toluene over 5–32 h reaction times. By comparison, oxidations of the same substrates using PCC/silica gel (three equivalents) and IBX (three equivalents) required oxidation times of 1–3 h for full conversion but required lengthier purification. While nominal amounts (~25 mg) of substrate hydroxylactams were used to ascertain conversion, scale-up procedures using all three methods gave good to excellent isolated yields of imides.

SYNTHETIC STUDIES OF THE 5-AMINOPENTOSE 2-SULFATE COMPONENT OF THE LIPOSIDOMYCINS

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