57093-27-3

Basic information

• Product Name: 3-(3-methylbut-2-en-1-yl)-1,4-dioxo-1,4-dihydronaphthalen-2-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
• CAS NO: 57093-27-3
• Molecular Formula: C₂₉H₃₂O₁₂
• Molecular Weight: 572.5572
• Mol File: 57093-27-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 649.9°C at 760 mmHg
• Flash Point: 271.9°C
• Density: 1.32g/cm³
• Vapor Pressure: 8.94E-17mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: 3-(3-methylbut-2-en-1-yl)-1,4-dioxo-1,4-dihydronaphthalen-2-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-methylbut-2-en-1-yl)-1,4-dioxo-1,4-dihydronaphthalen-2-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside(57093-27-3)
• EPA Substance Registry System: 3-(3-methylbut-2-en-1-yl)-1,4-dioxo-1,4-dihydronaphthalen-2-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside(57093-27-3)

Safety Data

• Hazardous Substances Data: 57093-27-3(Hazardous Substances Data)

Upstream product

• 4715-05-3 3,4,6-tri-O-acetyl-α-D-glucopyranose-1,2-(t-butylorthoacetat) 
• 84-79-7 Lapachol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 50-99-7 D-glucose 
• 17241-45-1 2-methoxylapachol 

Relevant articles and documents

SYNTHESIS OF ACETYLATED GLYCOSIDES OF HYDROXYNAPHTHOQUINONES

A method is proposed for the synthesis of acetylated glycosides of hydroxynaphthoquinones.The condensation of D-glucose and D-galactose (tert-butyl orthoacetate)s with lawsone and lapachol has given the tetra-O-acetyl-β-D-glucopyranosides of lawsone and of lapachol and the tetra-O-acetyl-β-galactopyranoside of lawsone.The structures of the glycosides obtained have been confirmed by IR and 1H and 13C NMR spectroscopy.The structure of the lawsone acetylgalactopyranoside described previously has been corrected.

SYNTHESIS OF GLUCOSIDES OF 3-ALKYL-2-HYDROXY-1,4-NAPHTHOQUINONES

The condensation of D-glucose (tert-butyl orthoacetate) with 3-alkyl-2-hydroxy-1,4-naphthoquinones has yielded a series of acetylated glycosides of hydroxynaphthoquinones.It has been established that the time of the glycosylation reaction lengthens with an increase in the length and in the degree of branching of the side chain of the quinone.It has been shown that when the glycosides obtained are deacetylated cleavage of the glycosidic bond takes place with the formation of glucose and the corresponding quinone methyl ethers.Details of IR and 1H and 13C NMR spectra are given.