109984-82-9

Basic information

• Product Name: O-Butanoyl-3 di-O-isopropylidene-1,2:5,6 alpha-D-glucofurannose [Frenc h]
• Synonyms: O-Butanoyl-3 di-O-isopropylidene-1,2:5,6 alpha-D-glucofurannose [Frenc h]
• CAS NO: 109984-82-9
• Molecular Formula: C16H26O7
• Molecular Weight: 330.374
• Mol File: 109984-82-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 380.4°Cat760mmHg
• Flash Point: 163.9°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 5.48E-06mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: O-Butanoyl-3 di-O-isopropylidene-1,2:5,6 alpha-D-glucofurannose [Frenc h](CAS DataBase Reference)
• NIST Chemistry Reference: O-Butanoyl-3 di-O-isopropylidene-1,2:5,6 alpha-D-glucofurannose [Frenc h](109984-82-9)
• EPA Substance Registry System: O-Butanoyl-3 di-O-isopropylidene-1,2:5,6 alpha-D-glucofurannose [Frenc h](109984-82-9)

Safety Data

• Hazardous Substances Data: 109984-82-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H26O7/c1-6-7-10(17)19-12-11(9-8-18-15(2,3)21-9)20-14-13(12)22-16(4,5)23-14/h9,11-14H,6-8H2,1-5H3/t9-,11-,12+,13?,14?/m1/s1

Upstream product

• 106-31-0 butanoic acid anhydride 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 141-75-3 butyryl chloride 

Downstream Products

• 125161-47-9 3-O-Butanoyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 125161-48-0 6-O-Butanoyl-1,2-O-isopropylidene-α-D-glucofuranose 

Relevant articles and documents

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1,2:5,6-di-O-isopropylidene-α-D-glucofuranose and 2,3:4,5-di-O-isopropylidene-β-D-fructopyranose as chiral auxiliaries in Michael and aldol addition reactions

The asymmetric Michael and aldol addition reactions of chiral esters derived from DIPGF(1) and DIPFP(2) were studied. The best diastereoselectivity (60% d.e.) was obtained for the conjugate addition of n-BuCu?BF3 to the crotonate derivative of 1 at low temperature (-78 °C), leading to the corresponding R-adduct. Under this condition compound 2 is a less efficient chiral auxiliary. The lower stereoselectivities (10% d.e.) in aldol reactions from butyrate derivatives of 1 and 2 and cyclohexanone are attributed to mixtures of E and Z-enolates in the kinetic deprotonation step.

Synthesis, toxicology and pharmacokinetics of butyric esters

Synthesis of four glucose and galactose mono- and poly- butyric esters was carried out.A preliminary toxicologic and pharmacokinetic study showed that it was possible to utilise these new molecules and allows an estimation to be made of their seric half-life in animals.The results obtained show it is possible to maintain large seric potential n-butyric acid concentrations.The first tests performed on experimental animals with tumors treated by these esters show a survival increase similar to that with butyric salts. n-butyric acid/butyric ester/glucose ester/galactose ester/prolonged effect