85611-40-1

Basic information

• Product Name: (1S)-1-[2-(3,4-dimethoxyphenyl)ethyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
• Synonyms: Isoquinoline, 1-(2-(3,4-dimethoxyphenyl)ethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, (1S)-
• CAS NO: 85611-40-1
• Molecular Formula: C₂₂H₂₉NO₄
• Molecular Weight: 371.47
• Mol File: 85611-40-1.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 481.1°C at 760 mmHg
• Flash Point: 133.2°C
• Density: 1.087g/cm³
• Vapor Pressure: 2.05E-09mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: (1S)-1-[2-(3,4-dimethoxyphenyl)ethyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1-[2-(3,4-dimethoxyphenyl)ethyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline(85611-40-1)
• EPA Substance Registry System: (1S)-1-[2-(3,4-dimethoxyphenyl)ethyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline(85611-40-1)

Safety Data

• Hazardous Substances Data: 85611-40-1(Hazardous Substances Data)

Usage

General Description

The chemical "(1S)-1-[2-(3,4-dimethoxyphenyl)ethyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline" is a complex organic compound with a specific molecular structure. It contains a tetrahydroisoquinoline core with methoxy and methyl groups attached to various positions. This chemical may have potential pharmacological properties or may be used as a precursor in organic synthesis. Its specific structure and functional groups make it a molecule of interest for researchers in the fields of medicinal chemistry, pharmacology, and organic chemistry.

Upstream product

• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 181220-97-3 (S)-1-allyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 79631-01-9 1,2-dimethoxy-4-<1-<(1,1-dimethylethyl)dimethylsilyloxy>ethenyl>benzene 
• 50-00-0 formaldehyd 
• 65899-28-7 1,2,3,4-tetrahydro-6,7-dimethoxy-1<2-(3,4-dimethoxyphenyl)ethyl>isoquinoline 
• 123190-12-5 2-(2-bromoethyl)-4,5-(dimethoxy)benzaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 97243-37-3 3-(3',4'-dimethoxyphenyl)-2,3-dibromopropanoic acid 
• 69731-27-7 1-bromo-2-(3',4'-dimethoxyphenyl)ethene 
• 4302-52-7 4-ethynylveratrole 
• 2316-26-9 3,4-dimethoxycinnamic acid 
• 1374870-00-4 6,7-dimethoxy-1-(3,4-dimethoxyphenylethynyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 111427-24-8 N-<3-(3,4-dimethoxyphenyl)propionyl>-2-thiazolidine-2-thione 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 

Downstream Products

• 97117-83-4 3-(3,4-Dimethoxy-phenyl)-1-<4,5-dimethoxy-2-<2-(methyl-aethoxycarbonyl-amino)-aethyl>-phenyl>-propen-(1) 
• 105578-49-2 (+/-)-N,N-Dimethyl-6,7,3',4'-tetramethoxyphenylethyl-1,2,3,4-tetrahydroisoquinolinium iodide 

Relevant articles and documents

Asymmetric synthesis of six tetrahydroisoquinoline natural products through α-amination of an aldehyde

An enantioselective route towards the synthesis of C-1 substituted tetrahydroisoquinoline natural products is reported. Six different natural products are synthesized from a single aldehyde using proline-catalyzed asymmetric α-hydrazination reaction as th

Succinct Syntheses of Methopholine, (±)-Homolaudanosine, and (±)-Dysoxyline via Metal-free One-Pot Double Alkylation on 1-Methyl-3,4-dihydroisoquinolines

A mild one-pot and metal-free condition was discovered to implement two different alkyl groups chemoselectively on 1-methyl-3,4-dihydroisoquinoline (1-Me-DHIQ), one at the nitrogen another at the C1-methyl group. This chemistry is compatible with various DHIQs as well as alkyl halides. Application of this chemistry facilitated the concise syntheses of methopholine, (±)-homolaudanosine, and (±)-dysoxyline, requiring only two steps from 6,7-dimethoxy-1-Me-DHIQ.

C-1 alkynylation of N-methyltetrahydroisoquinolines through CDC: A direct access to phenethylisoquinoline alkaloids

Direct cross-coupling between N-methyltetrahydroisoquinolines and alkynes using CuI-DEAD is presented. It affords the regioselective C-1-alkynylated products in good yield. This regio-selectivity is in contrast to the results reported earlier in the reaction of N,N-dimethylbenzyl amine where the N-methyl alkynylated product was formed exclusively or predominantly. The C-1-substituted propargylic isoquinolines were easily reduced to phenethylisoquinolines with Pd/C. This reaction sequence provides a short route to synthesize methopholine, homolaudanosine and other phenethylisoquinoline alkaloids. Georg Thieme Verlag Stuttgart · New York.