803636-11-5

Basic information

• Product Name: 1-(2'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE
• Synonyms: 1-(2'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE
• CAS NO: 803636-11-5
• Molecular Formula: C₁₆H₁₅NO
• Molecular Weight: 237.3
• Product Categories: Dihydroisoquinolines
• Mol File: 803636-11-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE(803636-11-5)
• EPA Substance Registry System: 1-(2'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE(803636-11-5)

Safety Data

• Hazardous Substances Data: 803636-11-5(Hazardous Substances Data)

Usage

Chemical structure

A complex ring structure with a methoxy group attached to the phenyl ring.

Classification

Belongs to the class of isoquinoline alkaloids.

Pharmacological activities

Known for its potential antiparkinsonian and anti-inflammatory properties.

Neurotransmitter modulation

Ability to modulate neurotransmitter levels in the brain.

Research potential

Promising candidate for further research in drug development and medicinal chemistry.

Upstream product

• 64-04-0 phenethylamine 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 67-56-1 methanol 
• 52250-50-7 1-phenyl-3,4-dihydroisoquinoline 
• 14157-05-2 1-(methylsulfanyl)-3,4-dihydroisoquinoline 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 16750-63-3 2-methoxyphenylmagnesium bromide 
• 1196-38-9 3,4-dihydroisoquinolin-1(2H)-one 

Downstream Products

• 1360944-99-5 1-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 1381986-29-3 (R)-1-(2-methoxyphenyl)-2-tosyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Asymmetric Transfer Hydrogenation of Unhindered and Non-Electron-Rich 1-Aryl Dihydroisoquinolines with High Enantioselectivity

The use of arene/Ru/TsDPEN catalysts bearing a heterocyclic group on the TsDPEN in the asymmetric transfer hydrogenation (ATH) of dihydroisoquinolines (DHIQs) containing meta- or para-substituted aromatic groups at the 1-position results in the formation of products of high enantiomeric excess. Previously, only 1-(ortho-substituted)aryl DHIQs, or with an electron-rich fused ring gave products with high enantioselectivity; therefore, this approach solves a long-standing challenge for imine ATH.

One-Pot N-Deprotection and Catalytic Intramolecular Asymmetric Reductive Amination for the Synthesis of Tetrahydroisoquinolines

A one-pot N-Boc deprotection and catalytic intramolecular reductive amination protocol for the preparation of enantiomerically pure tetrahydroisoquinoline alkaloids is described. The iodine-bridged dimeric iridium complexes displayed superb stereoselectivity to give tetrahydroisoquinolines, including several key pharmaceutical drug intermediates, in excellent yields under mild reaction conditions. Three additives played important roles in this reaction: Titanium(IV) isopropoxide and molecular iodine accelerated the transformation of the intermediate imine to the tetrahydroisoquinoline product; p-toluenesulfonic acid contributed to the stereocontrol.

New synthetic approach for the preparation of 1-Aryl-3,4-dihydroisoquinolines by liebeskind-srogl reaction

An efficient synthetic methodology has been developed to construct 1-aryl-3,4-dihydroisoquinoline derivatives. The reaction was performed under neutral conditions by a palladium-catalyzed desulfitative carbon-carbon cross-coupling protocol.