51745-26-7

Usage

Uses

Used in Medicinal Chemistry:
6-Benzyloxy-7-methoxy-1-methyl-1,2,3,4-Tetrahydroisoquinoline is used as a starting material for the synthesis of various organic compounds due to its unique structural features and ability to interact with biological targets. Its potential applications in drug discovery and development make it an important molecule in the study of neuroactive substances and potential therapeutic agents.
Used in Drug Discovery and Development:
In the field of drug discovery and development, 6-benzyloxy-7-methoxy-1-methyl-1,2,3,4-Tetrahydroisoquinoline is used as a valuable tool for synthetic organic chemists and researchers. Its complex structure and properties allow for the exploration of new chemical entities and the development of innovative therapeutic agents.
Used in Pharmaceutical Industry:
6-Benzyloxy-7-methoxy-1-methyl-1,2,3,4-Tetrahydroisoquinoline is used in the pharmaceutical industry as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structural features and potential pharmaceutical properties make it a promising candidate for the development of new drugs and therapeutic agents.

InChI:InChI=1/C18H21NO2/c1-13-16-11-17(20-2)18(10-15(16)8-9-19-13)21-12-14-6-4-3-5-7-14/h3-7,10-11,13,19H,8-9,12H2,1-2H3

Upstream product

• 6857-58-5 6-benzyloxy-7-methoxy-1-methyl-3,4-dihydroisoquinoline 
• 55161-43-8 N-{2-[3-(benzyloxy)-4-methoxyphenyl]ethyl}acetamide 

Downstream Products

• 1064202-94-3 6-benzyloxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline 
• 1064203-04-8 (+/-)-7-methoxy-1-methyl-6-sulfamoyloxy-2-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline 
• 1064203-01-5 (+/-)-2-(3-methoxybenzyl)-7-methoxy-1-methyl-6-sulfamoyloxy-1,2,3,4-tetrahydroisoquinoline 
• 1064202-99-8 (+/-)-6-hydroxy-7-methoxy-1-methyl-2-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline 
• 1064202-97-6 (+/-)-6-hydroxy-7-methoxy-2-(3-methoxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline 
• 89-31-6 rac-salsoline 

Relevant academic research and scientific papers

Synthesis, antitubulin, and antiproliferative sar of c3/c1-substituted tetrahydroisoquinolines

The syntheses and antiproliferative activities of novel substituted tetrahydroisoquinoline derivatives and their sulfamates are discussed. Biasing of conformational populations through substitution on the tetrahydroisoquinoline core at C1 and C3 has a pro

Quinolizidines. VIII. Structure and Synthesis of the Alangium Alkaloid Alangicine: Syntheses of (+/-)- and (+)-Alangicines

The first total synthesis of alangicine (3), an Alangium lamarckii alkaloid, has been achieved in the form of a racemic modification by means of an initial alkaline hydrolysis of the (+/-)-tricyclic ester 6 and succeeding steps proceeding through the intermediates (+/-)-7, (+/-)-10, and (+/-)-9.A parallel synthetic route starting with the (-)-tricyclic ester 6, derived from (+)-cincholoipon ethyl ester (8), produced the chiral target molecule (+)-3 via the intermediates (-)-7, (-)-10, and 9.The identity of the synthetic (+)-3 with alangicine unequivocally established the structure and absolute stereochemistry of this alkaloid.The (13)C nuclear magnetic resonance spectra of (+/-)-alangicine (3) and the ipecac and Alangium alkaloid psychotrine (18) confirmed their endocyclic double bond structures in the dihydroisoquinoline moiety.Catalytic reductions of 11, (+/-)-12, and 15 using hydrogen and Pd-C were investigated, and the results have shown that hydrogenolysis of the benzyloxy group proceeds much faster than saturation of the endocyclic C=N bond.Keywords - alangicine; psychotrine; structure; absolute configuration; stereoselective synthesis; (13)C NMR; CD; benzyl ether; hydrogenolysis