54917-02-1

Basic information

• Product Name: 2-(BENZYLOXY)-4,6-DIMETHOXYBENZALDEHYDE
• Synonyms: 2-(BENZYLOXY)-4,6-DIMETHOXYBENZALDEHYDE
• CAS NO: 54917-02-1
• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.3
• Mol File: 54917-02-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(BENZYLOXY)-4,6-DIMETHOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(BENZYLOXY)-4,6-DIMETHOXYBENZALDEHYDE(54917-02-1)
• EPA Substance Registry System: 2-(BENZYLOXY)-4,6-DIMETHOXYBENZALDEHYDE(54917-02-1)

Safety Data

• Hazardous Substances Data: 54917-02-1(Hazardous Substances Data)

Upstream product

• 830-79-5 2,4,6-trimethoxybenzaldehyde 
• 108-73-6 3,5-dihydroxyphenol 
• 708-76-9 2-hydroxy-4,6-dimethoxybenzaldehyde 
• 100-44-7 benzyl chloride 

Downstream Products

• 912957-28-9 Viscolin 
• 1357024-86-2 (E)-3-(4-(benzyloxy)-2,3,6-trimethoxyphenyl)-1-(4-(benzyloxy)-3-methoxyphenyl)-prop-2-en-1-one 
• 1357024-84-0 2-(benzyloxy)-4,6-dimethoxyphenol 
• 1357024-85-1 2-(benzyloxy)-3,4,6-trimethoxybenzaldehyde 
• 52249-82-8 4-(benzyloxy)-2,3,6-trimethoxybenzaldehyde 
• 855242-15-8 1-(benzyloxy)-2,3,5-trimethoxybenzene 
• 134804-61-8 1-(3',5'-dimethoxyphenyl)-2-(2-benzyloxy-4,6-dimethoxyphenyl)-3,3-dimethoxypropan-1-one 
• 134804-64-1 1-(3',5'-dimethoxyphenyl)-2-(2-hydroxy-4,6-dimethoxyphenyl)-3,3-dimethoxypropan-1-one 
• 134804-65-2 2-(3,5-dimethoxyphenyl)-4,6-dimethoxybenzofuran 
• 89966-03-0 2'-acetoxy-4',6-bis(benzyloxy)-2,4-dimethoxychalcone 
• 134804-55-0 2-benzyloxy-3',4,5',6-tetramethoxychalcone 
• 89966-02-9 4',6-bis(benzyloxy)-2'-hydroxy-2,4-dimethoxychalcone 

Relevant articles and documents

First Total Synthesis of Original Chalcone–Flavone Dimers as Cissampeloflavone Analogues

The total synthesis of furoflavones closely related to the natural product cissampeloflavone was explored following different pathways. The involvement of a flavone as a key intermediate proved to be the most efficient way to form the 7-phenyl-5H-furo[3,2-g]chromen-5-one scaffold, and the first example of furoflavone formation was achieved in this way. For the synthesis of chalcone–flavone dimers, two different strategies were examined: either acylation at the very end of the synthesis, or introduction of the 3-acyl group during furan-ring formation. The final acylation was hardly achievable with hindered benzoyl chlorides, but a simpler 4-methoxybenzoyl group was added to the furoflavone in modest yield. The alternative direct introduction of this acyl group during furan formation proved to be more efficient. Conjugate addition of an iodoflavone to an ynone followed by intramolecular Heck cyclization gave the best results, leading to the first synthetic chalcone–flavone dimer ever described.

A concise synthesis of viscolin, and its anti-inflammatory effects through the suppression of iNOS, COX-2, ERK phosphorylation and proinflammatory cytokines expressions

In the present report, a concise synthesis of viscolin (1) has been achieved. The anti-inflammatory effect of viscolin was investigated in vitro and in vivo. Viscolin blocked the expression of iNOS and COX-2, and it also inhibited the ERK for the activation of NF-κB in LPS-stimulated RAW 264.7 macrophages. Western blotting and immunohistochemical analysis revealed that viscolin decreased Carr-induced iNOS and COX-2 expressions. These results could help to deduce the anti-inflammatory mechanisms.

A Convenient Synthesis of Prenylated Isoflavones: Synthesis of Licoricone and Related Compounds

The condensation of 6',7-bis(benzoyloxy)-2',4'-dimethoxyisoflavone (18) with 2-methyl-3-buten-2-ol, followed by hydrolysis of the resultant 6',7-bis(benzoyloxy)-2',4'-dimethoxy-3'-(3-methyl-2-butenyl)isoflavone (19) gave 6',7-dihydroxy-2',4'-dimethoxy-3'-(3-methyl-2-butenyl)-isoflavone (licoricone) (1).Its isomer, 6',7-dihydroxy-2',4'-dimethoxy-5'-(3-methyl-2-butenyl)-isoflavone (2), was also synthesized from 7-benzoyloxy-6'-hydroxy- or 6',7-bis(benzoyloxy)-2',4'-dimethoxy-5'-(3-methyl-2-butenyl)isoflavone (11 or 20).Keywords - isoflavone; selective prenylation (3-methyl-2-butenylation); prenylated isoflavone; 6',7-dihydroxy-2',4'-dimethoxy-3'-(3-methyl-2-butenyl)isoflavone (licoricone); 6',7-dihydroxy-2',4-dimethoxy-5'-(3-methyl-2-butenyl)isoflavone; 6-hydroxy-2,4-dimethoxybenzaldehyde