10211-78-6

Basic information

• Product Name: 8-Oxopseudopalmatine
• Synonyms: 8-Oxopseudopalmatine
• CAS NO: 10211-78-6
• Molecular Formula: C₂₁H₂₁NO₅
• Molecular Weight: 367.4
• Mol File: 10211-78-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8-Oxopseudopalmatine(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Oxopseudopalmatine(10211-78-6)
• EPA Substance Registry System: 8-Oxopseudopalmatine(10211-78-6)

Safety Data

• Hazardous Substances Data: 10211-78-6(Hazardous Substances Data)

Upstream product

• 42337-61-1 C₂₁H₂₃NO₅ 
• 5653-42-9 3,4-dimethoxyhomophthalic anhydride 
• 63375-81-5 2-(2-bromo-4,5-dimethoxyphenylphenyl)ethan-1-amine 
• 54370-00-2 2-bromo-4,5-dimethoxybenzyl alcohol 
• 41823-67-0 1-(2'-bromo-4',5'-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline 
• 493-49-2 6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one 

Downstream Products

• 127819-68-5 6,7-Dimethoxy-3-(4,5-dimethoxy-2-ethylphenyl)-1(2H)-isoquinolinone 
• 523-02-4 2,3,10,11-tetramethoxy-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinoline 
• 60315-12-0 3-(2-vinyl-4,5-dimethoxyphenyl)-6,7-dimethoxy-1,2-dihydroisoquinol-1-one 
• 127819-87-8 6,7-Dimethoxy-3-<4,5-dimethoxy-2-<3-(methylsulfinyl)prop-1-yl>phenyl>-1(2H)-isoquinolinone 

Relevant articles and documents

Unified Synthesis of Polycyclic Alkaloids by Complementary Carbonyl Activation**

A complementary dual carbonyl activation strategy for the synthesis of polycyclic alkaloids has been developed. Successful applications include the synthesis of tetracyclic alkaloids harmalanine and harmalacinine, pentacyclic indoloquinolizidine alkaloid nortetoyobyrine, and octacyclic β-carboline alkaloid peganumine A. The latter synthesis features a protecting-group-free assembly and an asymmetric disulfonimide-catalyzed cyclization. Furthermore, formal syntheses of hirsutine, deplancheine, 10-desbromoarborescidine A, and oxindole alkaloids rhynchophylline and isorhynchophylline have been achieved. Finally, a concise synthesis of berberine alkaloid ilicifoline B was completed.

BERBIN-8-ONES FROM 2'-HALOGENO-1-BENZYLISOQUINOLINES AND METAL CARBONYLS

The title compounds were synthesised from 2'-halogeno-1-benzylisoquinolines, their 3,4-dihidro- or 1,2,3,4-tetrahydro-derivatives and metal carbonyls under mild conditions.

Transition metal-free cascade reactions of alkynols to afford isoquinolin-1(2H)-one and dihydroisobenzofuran derivatives

Transition metal-free cascade reactions of alkynols with imines have been achieved using potassium tert-butoxide as catalyst. Switching the reaction solvent gives two kinds of products in good yield: isoquinolin-1(2H)-one derivatives and dihydroisobenzofuran derivatives. This approach was used to generate the natural product 8-oxypseudopalmatine in a two-step procedure from commercially available starting materials. Additionally, multicomponent reactions of alkynols, aldehydes, and amines were also successfully achieved to afford isoquinolin-1(2H)-one derivatives.