47206-72-4

Basic information

• Product Name: rac-(13aR*)-2,3-Dimethoxy-5,8,13,13a-tetrahydro-6H-dibenzo[a,g]quinolizine
• Synonyms: rac-(13aR*)-2,3-Dimethoxy-5,8,13,13a-tetrahydro-6H-dibenzo[a,g]quinolizine;diMethoxyberbine
• CAS NO: 47206-72-4
• Molecular Formula: C19H21NO2
• Molecular Weight: 295.37554
• Mol File: 47206-72-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: rac-(13aR*)-2,3-Dimethoxy-5,8,13,13a-tetrahydro-6H-dibenzo[a,g]quinolizine(CAS DataBase Reference)
• NIST Chemistry Reference: rac-(13aR*)-2,3-Dimethoxy-5,8,13,13a-tetrahydro-6H-dibenzo[a,g]quinolizine(47206-72-4)
• EPA Substance Registry System: rac-(13aR*)-2,3-Dimethoxy-5,8,13,13a-tetrahydro-6H-dibenzo[a,g]quinolizine(47206-72-4)

Safety Data

• Hazardous Substances Data: 47206-72-4(Hazardous Substances Data)

Upstream product

• 4385-35-7 isochroman-3-one 
• 703-59-3 homophthalic anhydride 
• 77528-45-1 2-(N-<2-(3,4-Dimethoxy-phenyl)-aethyl>-carbamoyl)-phenylessigsaeure 
• 59168-22-8 N-<2-(3,4-dimethoxyphenyl)ethyl>homophthalimide 
• 87202-13-9 6,7-dimethoxy-1-(3-trimethylsilyl-2-propynyl)-2-(2-propynyl)-1,2,3,4-tetrahydroisoquinoline 
• 87202-15-1 6,7-dimethoxy-1,2-bis(2-propynyl)-1,2,3,4-tetrahydroisoquinoline 
• 14301-36-1 N-[2-(3,4-dimethoxyphenyl)ethyl]formamide 
• 78860-21-6 5,6,13,13a-tetrahydro-2,3-dimethoxy-7-methyl-5-oxo-8H-dibenzoquinolizinium iodide ethylene acetal 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 78946-19-7 1-(2'-bromobenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 80041-81-2 1-(2-bromobenzyl)-3,4-dihydro-6,7-dimethoxyisoquinoline 
• 109558-14-7 β-(3,4-dimethoxyphenyl)ethyl-(2'-bromophenyl)acetamide 
• 18698-97-0 ortho-bromophenylacetic acid 
• 110128-33-1 2-benzoyl-7-benzyloxy-6-methoxy-1-methylene-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Aryl radical cyclizations: One-pot syntheses of protoberberine and pavine alkaloids

(equation presented) Treatment of 2-(2′-bromo-β-phenethyl)isocarbostyrils 7 with AIBN Bu3SnH in boiling benzene gave 8-oxoberbines 3 in good yields. A similar treatment of 2-(2′-bromo-β-phenethyl)isoquinolinium bromides 6 and their nor- and hom

Rearrangement of Isoindolobenzazepinium to Dibenzoquinolizinium Ions: Application to the Total Synthesis of (+/-)-Tetrahydropalmatine

(+/-)-Tetrahydropalmatine (17) has been synthesized in 16percent yield from 6,7-dimethoxy-3-(3,4-dimethoxybenzylidene)phthalide (4) as follows.Reaction of compound (4) with glycine afforded 6,7-dimethoxy-3-(3,4-dimethoxybenzylidene)phthalimidin-2-ylacetic

AUXILIARY SILICON IN REGIOSELECTIVE COBALT CATALIZED PROTOBERBERINE SYNTHESES

η5-Cyclopentadienyl dicarbonyl cobalt catalyzes the cocyclization of 1,2-bis(propargyl)-1,2,3,4-tetrahydroisoquinolines 4b and 5 with alkynes to provide a novel synthetic entry into the tetrahydroprotoberberine nucleus.By judicious choice of trimethylsilyl substituents, regiocontrol in the D-ring can be achieved.Reaction of 4b with benzonitrile in the presence of the catalyst furnishes the rare isoquino-2,6-naphthyridine framework, also regioselectively.