82463-85-2

Upstream product

• 951-82-6 3,4,5-trimethoxyphenyl acetic acid 
• 21852-50-6 3,4,5-trimethoxybenzyl bromide 
• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 13338-63-1 2-(3,4,5-trimethoxyphenyl)acetonitrile 
• 3840-31-1 (3,4,5-trimethoxyphenyl)methanol 
• 82463-84-1 5-hydroxymethyl-6,7,8-trimethoxyisochroman-3-one 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 

Relevant academic research and scientific papers

Synthetic Studies on Protoberberine Alkaloids

Condensation of homoveratrylamine with substituted isochroman-3-ones (3a-c) affords N-β-(3,4-dimethoxyphenethyl)arylacetamides (4a-c).Treatment of 4a-c with POCl3 and subsequent NaBH4 reduction of the reaction products furnish (+/-)-2,3,9,10,11-pentamethoxytetrahydroprotoberberine (2a), (+/-)-12-hydroxymethyl-2,3,9,10,11-pentamethoxytetrahydroprotoberberine (2b) and (+/-) nor coralydine (2c), respectively.Oxidation of 2a with iodine furnishes 2,3,9,10,11-pentamethoxyprotoberberinium salt (1).Carbon-13 NMR assignments of 2c, 3b, 3c, 4b and 4c are also reported.