321133-86-2

Basic information

• Product Name: 2-(3,4-bisbenzyloxyphenyl)-5-hydroxy-7-(2-methylbenzyloxy)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one
• Synonyms: 2-(3,4-bisbenzyloxyphenyl)-5-hydroxy-7-(2-methylbenzyloxy)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one
• CAS NO: 321133-86-2
• Molecular Weight: 1093.28
• Mol File: 321133-86-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(3,4-bisbenzyloxyphenyl)-5-hydroxy-7-(2-methylbenzyloxy)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-bisbenzyloxyphenyl)-5-hydroxy-7-(2-methylbenzyloxy)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one(321133-86-2)
• EPA Substance Registry System: 2-(3,4-bisbenzyloxyphenyl)-5-hydroxy-7-(2-methylbenzyloxy)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one(321133-86-2)

Safety Data

• Hazardous Substances Data: 321133-86-2(Hazardous Substances Data)

Upstream product

• 480-66-0 2,4,6-trihydroxyacetophenone 
• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 39548-86-2 1‐(2‐(benzyloxy)‐4,6‐dihydroxyphenyl)ethan‐1‐one 
• 321133-83-9 6-benzyloxy-2,4-bis(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone 
• 321133-84-0 6-hydroxy-2,4-bis(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone 
• 321133-82-8 6-benzyloxy-2-hydroxy-4-(2-methylbenzyloxy)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)acetophenone 
• 321133-81-7 2-benzyloxy-6-hydroxy-4-(2-methylbenzyloxy)acetophenone 
• 115623-29-5 2-benzyloxy-4,6-bis(methoxymethyloxy)acetophenone 
• 552-45-4 1-chloromethyl-2-methylbenzene 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 

Downstream Products

• 4261-42-1 isoorientin 

Relevant articles and documents

An effective synthesis of isoorientin: The regioselective synthesis of a 6-C-glucosylflavone

Isoorientin, a 6-C-β-D-glucopyranosyl-3',4',5,7-tetrahydroxyflavone, was synthesized in a 15% overall yield, in ten steps, starting from the commercially available phloroacetophenone. The C-glucosyl phloroacetophenone derivative, a synthetic intermediate that contains a free hydroxyl group that is para to the glucosyl moiety, was obtained by hydrogenolysis by taking advantage of differences in the hydrogenolysis rates between a benzyl protecting group and a 2-methylbenzyl protecting group. Aldol condensation of the C-glucosyl phloroacetophenone derivative with 3,4-bis-benzyloxybenzaldehyde afforded the corresponding chalcone as a precursor of the 6-C-glucosyl flavone. Construction of the flavone system by application of I2-DMSO, followed by deprotection, yielded isoorientin. (C) 2000 Elsevier Science Ltd.