1586815-06-6

Basic information

• Product Name: benzyl 6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate
• Synonyms: benzyl 6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate
• CAS NO: 1586815-06-6
• Molecular Weight: 341.407
• Mol File: 1586815-06-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl 6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate(1586815-06-6)
• EPA Substance Registry System: benzyl 6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate(1586815-06-6)

Safety Data

• Hazardous Substances Data: 1586815-06-6(Hazardous Substances Data)

Upstream product

• 883-07-8 6,8-dimethoxy-3,4-dihydro-2H-naphthalen-1-one 
• 91555-31-6 4-(3,5-dimethoxyphenyl)butanoic acid 
• 1057672-62-4 4-(3,5-dimethoxyphenyl)butanenitrile 
• 831-78-7 3-(3,5-dimethoxyphenyl)-1-bromopropane 
• 1080-05-3 3-(3,5-dimethoxyphenyl)-1-propanol 
• 717-94-2 3-(3,5-dimethoxyphenyl)propionic acid 
• 16909-11-8 3-(3,5-dimethoxyphenyl)acrylic acid 
• 207862-88-2 6,8-Dimethoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid 
• 100-51-6 benzyl alcohol 
• 1586815-05-5 methyl 6,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate 

Relevant articles and documents

First synthesis of dopamine and rotigotin analogue 2-amino-6,8-dimethoxy-1, 2,3,4-tetrahydronaphthalene

The title compound was synthesized starting from 3-(3,5-dimethoxyphenyl) acrylic acid in 11 steps with 30% total yield. The reaction sequence hydrogenation of acrylic acid, reduction of acid to alcohol derivative with LiAlH4, reaction of alcohol with CBr4/PPh3, substitution reaction of alkyl halide to nitrile derivative with NaCN, hydrolysis of nitrile with NaOH, cyclization reaction of acid with PPA to give 1-tetralone, α-carboxylation of tetralone with Me2CO 3 in the presence of NaH, reduction of ketone group with Et 3SiH, hydrolysis of ester, Curtius rearrangement of acid with diphenylphosphoryl azide followed by conversion to carbamate, and finally hydrogenolysis of carbamate afforded 2-amino-6,8-dimethoxy-1,2,3,4- tetrahydronaphthalene hydrogen chloride salt.