28713-39-5

Basic information

• Product Name: 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose
• Synonyms: 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose
• CAS NO: 28713-39-5
• Molecular Weight: 400.472
• Mol File: 28713-39-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose(28713-39-5)
• EPA Substance Registry System: 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose(28713-39-5)

Safety Data

• Hazardous Substances Data: 28713-39-5(Hazardous Substances Data)

Usage

Description

3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose is a chemical compound derived from α-D-glucofuranose, a monosaccharide. It is characterized by the presence of two benzyl groups at the 3 and 5 positions and an isopropylidene group at the 1 and 2 positions. 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose is known for its potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose is used as an impurity in the vasoprotective drug Tribenoside (T945630) for the treatment of hemorrhoids. Its presence in the drug contributes to mild anti-inflammatory and wound healing properties, making it a valuable component in the formulation of this medication.
Used in Chemical Research:
3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose can also be utilized in chemical research for the synthesis of various complex organic molecules and pharmaceuticals. Its unique structure allows for further functionalization and modification, making it a versatile building block in the development of new drugs and other chemical products.

Upstream product

• 115243-95-3 (S)-Benzyloxy-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-acetaldehyde 
• 101996-88-7 3-O-benzyl-5-C-(2-furyl)-1,2-O-isopropylidene-α-D-glucopentofuranose 
• 182298-29-9 (R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-[(E)-pyrrolidin-1-ylimino]-ethanol 
• 23558-05-6 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose 
• 100-39-0 benzyl bromide 
• 65462-15-9 3-O-benzyl-1,2-O-isopropylidene-β-L-arabino-pentodialdo-1,4-furanose 
• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 881993-91-5 3-O-benzyl-6-O-(1-methoxy-1-methylethyl)-1,2-O-isopropylidene-α-D-glucofuranose 
• 246162-52-7 6-O-allyl-3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 182298-39-1 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-gluco-hexodialdo-1,4-furanose N,N-butylenehydrazone 
• 100-44-7 benzyl chloride 
• 620-05-3 iodomethylbenzene 

Downstream Products

• 115243-95-3 (S)-Benzyloxy-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-acetaldehyde 
• 881993-93-7 6-O-(2-methylpropanoyl)-3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 881993-92-6 6-O-butanoyl-3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 125161-48-0 6-O-Butanoyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 162179-07-9 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-α-D-xylo-oct-5(E),7-dieno-1,4-furanose 
• 138639-03-9 11,13-Di-O-acetyl-8,12-anhydro-3,5-di-O-benzyl-6,7-dideoxy-1,2-O-isopropylidene-6-C-methylene-D-ribo-α-D-gluco-trideca-9-eno-1,4-furanose 
• 138638-96-7 3,5-Di-O-benzyl-1,2-O-isopropylidene-6-bis-C-<(trimethylsilyl)methyl>-α-D-glucofuranose 
• 138638-97-8 3,5-Di-O-benzyl-6,7-dideoxy-1,2-O-isopropylidene-6-C-methylene-7-C-trimethylsilyl-α-D-gluco-hepto-1,4-furanose 
• 138638-95-6 Methyl (3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuran)uronate 
• 138638-98-9 3,5-Di-O-benzyl-6,7-dideoxy-1,2-O-isopropylidene-6-C-methyl-α-D-gluco-hept-6-eno-1,4-furanose 

Relevant articles and documents

Preparation and biological evaluation of some 1,2-O-isopropylidene-D- hexofuranose esters

The synthesis and biological evaluation of some new glycose esters bearing the 1,2-O-isopropylidene-D-hexofuranose functionality and belonging to the 3-O-acyl-D-allose and 6-O-acyl-D-glucose series are reported. When the results concerning cell growth inh

Glycosylation with 1,2-anhydromannofuranose benzyl ether as the glycosyl donor: A comparison between sugar pyranose and furanose acceptors for thelr primary hydroxy activity

Some 1→5 and 1→6 α-linked furano-disaccharide derivatives were synthesized using 1,2-anhydromannofiiranose as the glycosyl donor. Comparison of the glycosyl acceptors indicated that the activity of primary hydroxyl groups of glycofuranoses was much lower than that of glycopyranoses.

Stereospecific addition of formaldehyde dialkylhydrazones to sugar aldehydes. Synthesis of cyanohydrins and α-hydroxy aldehydes

Formaldehyde dialkylhydrazones smoothly add to sugar aldehydes without any need of promoter or catalyst. α-Hydroxy dialkylhydrazones, which are obtained in good yields and high stereoselectivities, have been successfully transformed in cyanohydrins by treatment with magnesium monoperoxyphtalate (MMPP) and in O-protected α-hydroxy aldehydes by ozonolysis or HCl mediated hydrolysis. No racemization was observed in the cleavage of the dialkylhydrazone group.