15080-25-8

Basic information

• Product Name: 1,2:4,5-di-O-isopropylidene-β-L-fructopyranose
• CAS NO: 15080-25-8
• Molecular Weight: 260.287
• Mol File: 15080-25-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2:4,5-di-O-isopropylidene-β-L-fructopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:4,5-di-O-isopropylidene-β-L-fructopyranose(15080-25-8)
• EPA Substance Registry System: 1,2:4,5-di-O-isopropylidene-β-L-fructopyranose(15080-25-8)

Safety Data

• Hazardous Substances Data: 15080-25-8(Hazardous Substances Data)

Usage

Abbreviation

DFF

Type of compound

Chemical compound

Use

Building block in organic synthesis

Derivative of

Fructose

Function

Protects hydroxyl groups of carbohydrates during chemical reactions

Physical state

White crystalline solid

Solubility

Soluble in water and organic solvents

Applications

a. Precursor in the synthesis of pharmaceuticals and agrochemicals
b. Production of flavor and fragrance compounds
c. Manufacturing of specialty polymers

Importance

Crucial intermediate in the chemical industry for product development

Upstream product

• 20880-92-6 2,3:4,5-di-O-isopropylidene-β-L-fructopyranose 
• 57-48-7 fructose 
• 57-48-7 L-fructose 
• 7660-25-5 D-fructose 
• 67-64-1 acetone 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 69351-19-5 Shi's ketone 
• 55697-36-4 C₃₁H₂₆N₂O₉ 

Relevant articles and documents

d-Fructose Modification Enhanced Internalization of Mixed Micelles in Breast Cancer Cells via GLUT5 Transporters

d-Fructose modified poly(ε-caprolactone)-polyethylene glycol (PCL-PEG-Fru) diblock amphiphile is synthesized via Cu(I)-catalyzed click chemistry, which self-assembles with D-α-tocopheryl polyethylene glycol 1000 succinate (TPGS) into PCL-PEG-Fru/TPGS mixed micelles (PPF MM). It has been proven that glucose transporter (GLUT)5 is overexpressed in MCF-7 cells other than L929 cells. In this study, PPF MM exhibit a significantly higher uptake efficiency than fructose-free PCL-PEG-N3/TPGS mixed micelles in both 2D MCF-7 cells and 3D tumor spheroids. Also, the presence of free d-fructose competitively inhibits the internalization of PPF MM in MCF-7 cells other than L929 cells. PPF MM show selective tumor accumulation in MCF-7 breast tumor bearing mice xenografts. Taken together, PPF MM represent a promising nanoscale carrier system to achieve GLUT5-mediated cell specific delivery in cancer therapy. (Figure presented.).

Concise synthesis of chiral N -Benzyl-α,α-Diarylprolinols through shi asymmetric epoxidation

A concise and practical synthesis of chiral N-benzyl-α,α- diaryl-2-prolinols was developed through Shi asymmetric epoxidation, followed by double nucleophilic substitution of bromo-containing olefins. A series of enantioenriched N-benzyl-α,α-diaryl-2-prolinols were obtained with excellent enantioselectivities (96% ee) in moderate to good yields (40-76% yield). For the first time, enantiopure N-benzyl-α,α-diphenyl-2- prolinol was obtained from bromo-containing olefin using this methodology. Georg Thieme Verlag Stuttgart, New York.