102120-95-6

Basic information

• Product Name: 2-Thiopheneethanamine, N-(1,2,3,4-tetrahydro-5-methoxy-2-naphthalenyl)-
• Synonyms: 2-Thiopheneethanamine, N-(1,2,3,4-tetrahydro-5-methoxy-2-naphthalenyl)-;5-methoxy-N-(2-(thiophen-2-yl)ethyl)-1,2,3,4-tetrahydronaphthalen-2-amine;4-tetrahydro-5-Methoxy-2-naphthalenyl)-;2-Thiopheneethanamine, N-(1,2,3,4-tetrahydro-5-methoxy-2-naphtha
• CAS NO: 102120-95-6
• Molecular Formula: C17H21NOS
• Molecular Weight: 287.42
• Product Categories: API intermediates
• Mol File: 102120-95-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 448.1°C at 760 mmHg
• Flash Point: 224.8°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 3.19E-08mmHg at 25°C
• Refractive Index: 1.598
• CAS DataBase Reference: 2-Thiopheneethanamine, N-(1,2,3,4-tetrahydro-5-methoxy-2-naphthalenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiopheneethanamine, N-(1,2,3,4-tetrahydro-5-methoxy-2-naphthalenyl)-(102120-95-6)
• EPA Substance Registry System: 2-Thiopheneethanamine, N-(1,2,3,4-tetrahydro-5-methoxy-2-naphthalenyl)-(102120-95-6)

Safety Data

• Hazardous Substances Data: 102120-95-6(Hazardous Substances Data)

Usage

General Description

2-Thiopheneethanamine, N-(1,2,3,4-tetrahydro-5-methoxy-2-naphthalenyl)- is a complex organic chemical compound which belongs to the class of organic compounds known as benzo-fused thiophenes. These compounds are aromatic heterocyclic compounds that contain one or more benzene rings fused to a thiophene (a five-membered aromatic ring with four carbon atoms and one sulfur atom). It features a thiophene-linked ethanamine (or aminoethane) group and a tetrahydro-2-naphthalenyl group, which is further substituted with a methoxy group. The chemical structure and properties of this compound, such as its reactivity or biological activity, depend on these functional groups and their arrangement. Further research can explore its potential applications in various fields, including pharmaceuticals, plastics, dyes and polymers.

InChI:InChI=1/C17H21NOS/c1-19-17-6-2-4-13-12-14(7-8-16(13)17)18-10-9-15-5-3-11-20-15/h2-6,11,14,18H,7-10,12H2,1H3

Upstream product

• 30433-91-1 [2-(2-thyenyl)ethyl]amine 
• 32940-15-1 5-methoxy-2-tetralone 

Relevant articles and documents

Synthesis of Pharmaceutically Relevant 2-Aminotetralin and 3-Aminochroman Derivatives via Enzymatic Reductive Amination

2-Aminotetralin and 3-aminochroman derivatives are key structural motifs present in a wide range of pharmaceutically important molecules. Herein, we report an effective biocatalytic approach towards these molecules through the enantioselective reductive coupling of 2-tetralones and 3-chromanones with a diverse range of primary amine partners. Metagenomic imine reductases (IREDs) were employed as the biocatalysts, obtaining high yields and enantiocomplementary selectivity for >15 examples at preparative scale, including the precursors to Ebalzotan, Robalzotan, Alnespirone and 5-OH-DPAT. We also present a convergent chemo-enzymatic total synthesis of the Parkinson's disease therapy Rotigotine in 63 % overall yield and 92 % ee.

S-5-SUBSTITUENT-N-2'-(THIOPHENE-2-YL)ETHYL-TETRALIN-2-AMINE OR CHIRAL ACID SALTS THEREOF AND USE FOR PREPARING ROTIGOTINE

The chiral compound S-5-substituted-N-2-(thienyl-2-yl-)ethyl-tetralin-2-amine or its chiral acid salts and preparation method thereof are disclosed, and the method for preparing Rotigotine by using the chiral compound is also disclosed. Racemic 5-substituted-N-2'-(thien-2-yl-)ethyl-tetralin-2-amine (compound 1) is resolved by using a conventional chiral acid to obtain an optically pure chiral acid salt of S-5-substituted-N,2'-(thien-2-yl-)ethyl-tetralin-2-amine, which is then dissociated to obtain S-5-substituted-N-2'-(thien-2-yl-)ethyl-tetralin-2-amine (compound 2). The compound 2 or chiral acid salt thereof is alkylated and deprotected to produce rotigotine (compound 5).