20359-09-5

Basic information

• Product Name: Methanone, (6,7-dimethoxy-1-isoquinolinyl)phenyl-
• CAS NO: 20359-09-5
• Molecular Formula: C18H15NO3
• Molecular Weight: 293.322
• Mol File: 20359-09-5.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Methanone, (6,7-dimethoxy-1-isoquinolinyl)phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (6,7-dimethoxy-1-isoquinolinyl)phenyl-(20359-09-5)
• EPA Substance Registry System: Methanone, (6,7-dimethoxy-1-isoquinolinyl)phenyl-(20359-09-5)

Safety Data

• Hazardous Substances Data: 20359-09-5(Hazardous Substances Data)

Upstream product

• 4876-02-2 N-(3,4-dimethoxyphenethyl)-phenyl acetamide 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 15248-39-2 6,7-dimethoxyisoquinoline 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 108-88-3 toluene 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 98-86-2 acetophenone 
• 13665-04-8 2,2-dibromoacetophenone 
• 3423-37-8 1-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 4876-00-0 1-benzyl-6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 50299-95-1 2-benzoyl-1-cyano-6,7-dimethoxy-1,2-dihydroisoquinoline 
• 112970-37-3 2-acetyl-1-benzylidene-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline 

Downstream Products

• 3423-37-8 1-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Synthesis of 2,3-cis stereomeric emetamines via Reissert compounds

Alkylation of Reissert compounds with certain benzoquinolizinone derivatives followed by hydrolytic cleavage afforded the core of the title compounds in a two step sequence. Finally, the lactam intermediates were reduced with DIBAH giving the target compo

Development of Pd(OAc)2-catalyzed tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds: Concise synthesis of 1-aroylisoquinoline, oxoaporphine, and 8-oxyprotoberberine alkaloids

A catalytic tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds is developed. This tandem oxidation is applied to two-step total syntheses of papaveraldine and pulcheotine A. Additionally, the total synthesis of liriodenine is achieved in six steps from homopiperonyl alcohol and 2-bromophenylacetonitrile by applying this catalytic tandem oxidation. Moreover, the direct conversion of xylopinine to 8-oxypseudopalmatine in a 76% yield demonstrates the versatility of this catalytic reaction.

Novel total syntheses of oxoaporphine alkaloids enabled by mild Cu-catalyzed tandem oxidation/aromatization of 1-Bn-DHIQs

Novel total syntheses of oxoaporphine alkaloids such as liriodenine, dicentrinone, cassameridine, lysicamine, oxoglaucine and O-methylmoschatoline were developed. The key step of these total syntheses is Cu-catalyzed conversion of 1-benzyl-3,4-dihydro-isoquinolines (1-Bn-DHIQs) to 1-benzoyl-isoquinolines (1-Bz-IQs) via tandem oxidation/aromatization. This novel Cu-catalyzed conversion has been studied in detail, and was successfully used for constructing the 1-Bz-IQ core.