54879-77-5

Upstream product

• 54879-50-4 (2,2-Dimethoxy-ethyl)-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-amine 
• 123-11-5 4-methoxy-benzaldehyde 
• 22483-09-6 2,2-dimethoxyethylamine 
• 51673-84-8 dimethoxyacetaldehyde 
• 2393-23-9 4-methoxy-benzylamine 

Downstream Products

• 250137-80-5 methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate 
• 250138-05-7 (2R,6R/S)-(+)-(6-methoxy-4-p-methoxybenzyl-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester 
• 95333-64-5 1-(4'-hydroxybenzyl)-2-thioimidazole 
• 1083074-21-8 C₃₆H₃₈N₂O₆ 
• 54879-35-5 N-(2,2-Dimethoxy-ethyl)-N-(4-methoxy-benzyl)-4-methyl-benzenesulfonamide 
• 52986-70-6 6-methoxyisoquinoline 
• 95460-09-6 1-(4-methoxybenzyl)imidazole-2-thione 

Relevant academic research and scientific papers

Design, Synthesis, and Biological Evaluation of Imidazopyrazinone Derivatives as Antagonists of Inhibitor of Apoptosis Proteins (IAPs)

Apoptosis inhibitor (IAP) proteins are overexpressed in many cancers and implicated in tumor growth, so the development of antagonist that disrupts with the binding of IAP to their partner protein is a promising therapeutic strategy. In an effort to incre

Synthesis of tetrahydroisoquinolines through TiCl4-mediated cyclization and Et3SiH reduction

A versatile and efficient telescoped reaction sequence for the synthesis of tetrahydroisoquinolines (THIQs) is reported that uses TiCl4 to promote cyclization of a benzylaminoacetal derivative and Et3SiH for reduction of the intermediate 4-hydroxy-THIQ. This method is complimentary to the classical Pomeranz-Fritsch and related reactions since it tolerates electron-withdrawing substituents and allows access to 8-substituted THIQs.

Synthesis of 1,2-Dihydroisoquinolines by a Modified Pomeranz-Fritsch Cyclization

Isoquinolines (IQs) and their derivatives are present in many natural products and biologically active small molecules. Herein, we report a modified procedure for the classical Pomeranz-Fritsch protocol, which expands the scope of 1,2-dihydroisoquinoline (DHIQ) products. 1,2-DHIQs are an attractive branch point for the synthesis of IQs, but because of their innate reactivity, they have remained difficult to prepare. We demonstrate that the Fujioka/Kita conditions, combining trimethylsiyltriflate (TMSOTf) and an amine base, activate dimethylacetals required for Pomeranz-Fritsch cyclization under sufficiently mild conditions to prepare a broad range of 1,2-DHIQ products. We also demonstrate the synthetic value of these DHIQs by further functionalization to either reduced tetrahydroisoquinoline (THIQ) or fully aromatized IQ natural products.

Ultrasound assisted one-pot synthesis of benzo-fused indole-4,9-dinones from 1,4-naphthoquinone and α-aminoacetals

A one-pot synthesis of benzo[f]indole-4,9-diones from 1,4-naphthoquinone with α-aminoacetals has been developed. This method provides a straightforward synthesis of benzo[f]indole-4,9-diones via intramolecular nucleophilic attack of aminoquinones to aldehydes under mild reaction conditions. The detailed mechanism was also investigated.