58871-11-7

Basic information

• Product Name: 4-O-BENZYL-D-GLUCAL,
• Synonyms: (2R,3S,4R)-2-(hydroxymethyl)-3-phenylmethoxy-3,4-dihydro-2H-pyran-4-ol
• CAS NO: 58871-11-7
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.27
• Product Categories: Carbohydrate Synthesis;Monosaccharides;Specialty Synthesis
• Mol File: 58871-11-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 99-103 °C(lit.)
• Boiling Point: 413.5 °C at 760 mmHg
• Flash Point: 203.9 °C
• Appearance: /
• Density: 1.25 g/cm³
• Vapor Pressure: 1.4E-07mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 4-O-BENZYL-D-GLUCAL,(CAS DataBase Reference)
• NIST Chemistry Reference: 4-O-BENZYL-D-GLUCAL,(58871-11-7)
• EPA Substance Registry System: 4-O-BENZYL-D-GLUCAL,(58871-11-7)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 58871-11-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H16O4/c14-8-12-13(11(15)6-7-16-12)17-9-10-4-2-1-3-5-10/h1-7,11-15H,8-9H2/t11-,12-,13+/m1/s1

Upstream product

• 100-39-0 benzyl bromide 
• 2873-29-2 D-glucal triacetate 
• 13265-84-4 D-glucal 
• 111830-53-6 1,2-dideoxy-3,6-di-O-tert-butyldimethylsilyl-2-deoxy-D-arabino-1-hexenopyranose 
• 137792-62-2 4-O-benzyl-6-O-tert-butyldimethylsilyl-D-(-)-glucal 
• 58871-09-3 6-O-tert-butyldimethylsilyl-D-glucal 
• 111830-58-1 4-O-benzyl-1,2-dideoxy-3,6-di-O-tert-butyldimethylsilyl-2-deoxy-D-arabino-1-hexenopyranose 

Downstream Products

• 137792-62-2 4-O-benzyl-6-O-tert-butyldimethylsilyl-D-(-)-glucal 
• 260963-68-6 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-benzyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-ylsulfanyl)-4,6-dioxo-tetrahydro-pyran-2-ylmethyl ester 
• 1029039-49-3 2,2-Dimethyl-propionic acid (2R,3S)-3-benzyloxy-4,6-dioxo-5-thioxo-tetrahydro-pyran-2-ylmethyl ester 

Relevant articles and documents

NOVEL ACETATES OF 2-DEOXY MONOSACCHARIDES WITH ANTICANCER ACTIVITY

Novel compounds and methods of using the same to inhibit glycolysis and treat cancer and other diseases are provided herein.

Totally Stereoselective Synthesis of 1,3-Disaccharides through Diels-Alder Reactions

A nonclassical, totally stereoselective synthesis of orthogonally protected 1,3-disaccharides is reported. Enantiomerically pure β-keto-δ-lactones, efficiently obtained from glucal and galactal, are transformed into electron-poor heterodienes and chemo-,