221469-50-7

Basic information

• Product Name: rac-methyl 6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4-hydroxyphenyl)hexanoate
• CAS NO: 221469-50-7
• Molecular Weight: 422.521
• Mol File: 221469-50-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: rac-methyl 6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4-hydroxyphenyl)hexanoate(CAS DataBase Reference)
• NIST Chemistry Reference: rac-methyl 6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4-hydroxyphenyl)hexanoate(221469-50-7)
• EPA Substance Registry System: rac-methyl 6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4-hydroxyphenyl)hexanoate(221469-50-7)

Safety Data

• Hazardous Substances Data: 221469-50-7(Hazardous Substances Data)

Upstream product

• 108-95-2 phenol 
• 646035-74-7 (5E)-6-(1,4-dimethoxy-3-methyl-2-naphthyl)hex-5-enoic acid 
• 17827-40-6 1,4-dimethoxynaphthalene-3-methyl-2-carboxaldehyde 
• 53772-19-3 1,4-dimethoxy-2-methylnaphthalene 
• 58-27-5 menadione 
• 481-85-6 2-methyl-1,4-naphthohydroquinone 
• 67-56-1 methanol 
• 221469-53-0 rac-6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4-hydroxyphenyl)hexanoic acid 

Downstream Products

• 233677-73-1 rac-methyl 6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4-(propionyloxy)phenyl)hexanoate 
• 183964-66-1 Methyl 6-(1,4-Dimethoxy-3-methylnaphthalen-2-yl)-6-(4-methoxyphenyl)hexanoate 

Relevant articles and documents

Practical synthesis of (R)-(+)-6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4- hydroxyphenyl)hexanoic acid: A key intermediate for a therapeutic drug for neurodegenerative diseases

A practical method for the preparation of (R)-(+)-6-(1,4-dimethoxy-3- methyl-2-naphthyl)-6-(4-hydroxyphenyl)hexanoic acid (R)-2, a key intermediate for a therapeutic drug for neurodegenerative diseases, has been developed. rac-Methyl 6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4-(propionyloxy)phenyl) hexanoate rac-9b was synthesized from 2-methylnaphthoquinone in seven steps. An optically active ester (R)-9b was readily obtained from the corresponding racemic ester by lipase-catalyzed resolution, followed by sulfation or phosphorylation. Sulfation by a sulfur trioxide pyridine complex or phosphorylation by phosphoryl chloride enabled facile isolation of the optically active ester simply by extraction. Optically active acid (R)-2 was synthesized in excellent enantiomeric excess by hydrolysis of (R)-9b followed by recrystallization. The present synthesis of (R)-2 was accomplished in 10 steps without requiring chromatographic purification.