113964-91-3

Basic information

• Product Name: 2-(3,4-dimethoxyphenyl)-6-isopropyloxy-7-methoxy-3,4-dihydronaphthalen-1(2H)-one
• Synonyms: 2-(3,4-dimethoxyphenyl)-6-isopropyloxy-7-methoxy-3,4-dihydronaphthalen-1(2H)-one
• CAS NO: 113964-91-3
• Molecular Weight: 370.445
• Mol File: 113964-91-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(3,4-dimethoxyphenyl)-6-isopropyloxy-7-methoxy-3,4-dihydronaphthalen-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-dimethoxyphenyl)-6-isopropyloxy-7-methoxy-3,4-dihydronaphthalen-1(2H)-one(113964-91-3)
• EPA Substance Registry System: 2-(3,4-dimethoxyphenyl)-6-isopropyloxy-7-methoxy-3,4-dihydronaphthalen-1(2H)-one(113964-91-3)

Safety Data

• Hazardous Substances Data: 113964-91-3(Hazardous Substances Data)

Upstream product

• 88114-46-9 2-(3,4-dimethoxyphenyl)-4-(3-isopropoxy-4-methoxyphenyl)-4-oxobutyronitrile 
• 88114-47-0 2-(3,4-dimethoxyphenyl)-4-(3-isopropoxy-4-methoxyphenyl)-4-oxobutyric acid 
• 88114-45-8 3'-isopropoxy-3,4,4'-trimethoxychalcone 
• 113964-90-2 1-(3-isopropoxy-4-methoxyphenyl)ethanol 
• 88114-44-7 1-(3-isopropoxy-4-methoxyphenyl)-ethanone 
• 621-59-0 isovanillin 
• 6346-05-0 3-benzyloxy-4-methoxybenzaldehyde 
• 154490-51-4 4-(3'-benzyloxy-4'-methoxy)phenyl-2-(3,4-dimethoxyphenyl)-4-oxobutyronitrile 
• 154490-50-3 3'-benzyloxy-3,4,4'-trimethoxy-chalcone 
• 154490-49-0 1-(3-benzyloxy-4-methoxyphenyl)ethanol 
• 154490-54-7 2-(3,4-dimethoxyphenyl)-4-(3'-hydroxy-4'-methoxy)phenyl butyric acid 
• 23428-77-5 1‐(3‐(benzyloxy)‐4‐methoxyphenyl)ethanone 
• 113964-89-9 2-(3,4-dimethoxyphenyl)-4-(3'-isopropyloxy-4'-methoxy)phenyl butyric acid 

Downstream Products

• 88114-52-7 [2-(3,4-Dimethoxy-phenyl)-6-isopropoxy-7-methoxy-3,4-dihydro-2H-naphthalen-(1Z)-ylidene]-methyl-amine 
• 88114-53-8 cis-2-(3,4-dimethylphenyl)-6-isopropoxy-7-methoxy-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine 
• 88114-56-1 cis-2-(3,4-dimethoxyphenyl)-6-isopropoxy-7-methoxy-1-(N-methyl-formamido)-1,2,3,4-tetrahydronaphthalene 
• 88114-54-9 2-(3,4-dimethoxyphenyl)-6-isopropoxy-7-methoxy-1-(N-methylformamido)naphthalene 
• 88114-55-0 2-(3,4-dimethoxyphenyl)-6-hydroxy-7-methoxy-1-(N-methylformamido)naphthalene 
• 52259-64-0 fagaronine 

Relevant articles and documents

A formal new access to the benzo[c]phenanthridine alkaloids, synthesis of Nitidine and O-Methyl Fagaronine analogues

Previously unreported 2-aryl-1-naphthylamines were obtained in good yields from 2-aryl-1-tetraloneoximes by using the Semmler-Wolf reaction but omitting the acetic anhydride usually present in the reaction mixture. From these amines, through the thermal cyclization of their corresponding ethyl carbamates, a new access to the benzo[c]phenanthridin-6(5H)-ones was found. Preparation of water-soluble Nitidine and O-Methyl Fagaronine analogues bearing an alkylamino side chain on the C-6 position was achieved from these compounds.

BASIC INTRAMOLECULAR ACYLATION. SYNTHESIS OF 2-ARYL-1-TETRALONES BEARING ISOPROPOXY OR BENZYLOXY GROUPS, SYNTHETIC KEY INTERMEDIATES FOR PHENOLIC ANTILEUKAEMIC BENZOPHENANTRIDINE ALKALOIDS, FROM 2,4-DIARILBUTYRIC ACID DERIVATIVES

Generally applicable intramolecular cyclisation of 2,4-diarylbutyric acids having isopropoxy (4) or benzyloxy (12) groups used to protect phenolic functions was required for the purpose of synthesis of phenolic benzophenantridine alkaloids.Treatment of the butyric acids (4b), (4d), (4f), and (12) with POCl3 in acetonitrile in the presence of potassium carbonate furnished the corresponding tetralones (5b), (5d), (5f), and (13) in excellent yield, respectively, without the cleavage of its isopropoxy or benzyloxy groups.A plausible mechanism for basic intramolecular acylation using POCl3 is proposed.