5056-80-4

Usage

Chemical class

Tetrahydroisoquinoline derivative

1,2,3,4-Tetrahydro

Four hydrogen atoms added to the isoquinoline ring

6-Methoxy

A methoxy group (-OCH3) at the 6th position

2-[(4-Methoxyphenyl)methyl]

A 4-methoxyphenylmethyl group (-CH2-4-methoxyphenyl) at the 2nd position

7-Ol

A hydroxyl group (-OH) at the 7th position

Research purposes

Used in pharmaceutical and medicinal chemistry

Biological activities

May have potential due to its unique structure

Further research

Required to fully understand its potential applications and effects

Upstream product

• 15357-97-8 O-benzylsendaverine 
• 65341-86-8 N-(4'-methoxybenzoyl)-7-benzyloxy-6-methoxytetrahydroisoquinoline-1 
• 100-07-2 4-methoxy-benzoyl chloride 
• 91586-27-5 6-(4-Methoxy-benzoyl)-2-oxo-5,6,7,8-tetrahydro-2H-pyrano[3,2-c]pyridine-3-carboxylic acid methyl ester 
• 91586-45-7 6-Methoxy-2-(4-methoxy-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-7-carboxylic acid 
• 91586-46-8 6-Methoxy-2-(4-methoxy-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-7-carbonyl chloride 
• 91586-29-7 Methyl 6-methoxy-2-(4-methoxybenzoyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxylate 
• 91586-44-6 7-Acetyl-6-methoxy-2-(4-methoxybenzoyl)-1,2,3,4-tetrahydroisoquinoline 
• 190012-08-9 1-(4-methoxybenzoyl)-4-piperidone ethylene ketal 
• 91586-26-4 1-(4-methoxybenzoyl)piperidin-4-one 
• 3717-21-3 p-methoxyl benzaldoxime 
• 87265-46-1 N-(3-benzyloxy-4-methoxybenzoyl)-N-(4'-methoxybenzyl)-2-aminoethanol 
• 87265-44-9 3-(benzyloxy)-N-(2-hydroxyethyl)-4-methoxybenzamide 
• 87265-43-8 N-(3-benzyloxy-4-methoxybenzyl)-2-aminoethanol 

Relevant academic research and scientific papers

N-BENZYLISOQUINOLINE ALKALOIDS FROM CERATOCAPNOS HETEROCARPA

Three new N-benzylisoquinoline alkaloids, namely isosendaverine, capnosine and capnosinine, were isolated from Ceratocapnos heterocarpa in addition to the known sendaverine.Their structure was established by spectroscopic methods and verified by total synthesis.

A FACILE ROUTE TO TETRAHYDROISOQUINOLINE ALKALOIDS VIA SULFOXIDE MEDIATED CYCLIZATION

A facile route to 1,2,3,4-tetrahydroisoquinoline framework has been developed by employing the sulfoxide mediated cyclization reaction.Utilizing the reaction developed some naturally occurring isoquinoline alkaloids have been synthesized.

Inverse Electron Demand Diels-Alder Reactions of 3-Carbomethoxy-2-pyrones. Controlled Introduction of Oxygenated Aromatics: Benzene, Phenol, Catechol, Resorcinol, and Pyrogallol Annulation. Regiospecific Total Synthesis of Sendaverine and a Preparation of 6,7-Benzomorphans

A full investigation of the preparation and Diels-Alder reactions of 3-carbomethoxy-2-pyrones is described.Methods for the preparation of a full range of oxygen-substituted aromatics: benzene, 1-, 2-, or 3-phenol, symmetrical or unsymmetrical o-catechol, resorcinol, and pyrogallol annulation from a common 3-carbomethoxy-2-pyrone intermediate are detailed.A regiospecific total synthesis of sendaverine, a 2-benzyltetrahydroisoquinoline possessing a selectively protected, symmetrical o-catechol, and a preparation of 6,7-benzomorphans are described.

A NOVEL ROUTE TO THE SYNTHESIS OF SUBSTITUTED N-BENZYL-1,2,3,4-TETRAHYDROISOQUINOLINES. SYNTHESIS OF SENDAVERINE AND CORGOINE

The condensation product of 2-aminoethanol with substituted benzaldehyde was reduced and N-benzylated with substituted benzyl chloride followed by PPA cyclization to obtain substituted N-benzyl-tetrahydroisoquinolines; likewise the condensation product of

A Novel Synthesis of the 2-Benzylisoquinoline Alkaloids, Sendaverine and Corgoine, with Aziridinium Salts as Reactive Intermediates

A total synthesis of the 2-benzylisoquinoline alkaloids sendaverine (1) and corgoine (2) has been achieved by employing the ring-opening reaction of aziridinium salts as a key step.

AZIRIDINE IN ALKALOID SYNTHESIS : A NOVEL SYNTHESIS OF SENDAVERINE

A facile synthesis of 2-benzylisoquinoline alkaloid, sendaverine, has been achieved by ring opening of aziridine derivative as a key reaction.

A New Total Synthesis of Sendaverine

Ethyl 4-benzyloxy-2-bromomethyl-5-methoxyphenylacetate (3) on condensation with 4-methoxybenzylamine (4) in DMF in the presence of triethylamine gives 7-benzyloxy-6-methoxy-2-(4'-methoxybenzyl)-1,4-dihydro-3(2H)-isoquinolone (5).LAH reduction of 5 in THF, followed by debenzylation with ethanolic HCl, furnishes sendaverine (6).