24181-77-9

Upstream product

• 76541-17-8 dehydroberbine 
• 87960-27-8 2,3-dimethoxy-11,12-methylenedioxy-8,14-cycloberbin-13-one 
• 76551-68-3 5,6-dihydro-2,3-dimethoxy-11,12-methylenedioxydibenzoquinolizinium-1,3-olate 
• 186581-53-3 diazomethane 
• 32420-43-2 7'-methoxy-2'-methyl-6,8,3',4'-tetrahydro-2'H-(7rN)-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinoline]-8c,6'-diol 
• 24816-40-8 parfumidine 
• 100077-50-7 N-(3,4-dimethoxyphenethyl)-2,3-methylenedioxyphenylacetamide 
• 100077-49-4 2,3-methylenedioxyphenylacetic acid 
• 100077-59-6 1-Benzo[1,3]dioxol-4-ylmethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline 
• 84434-78-6 1,3-benzodioxole-4-acetonitrile 
• 76551-69-4 ethyl 13-chloro-2,3-dimethoxy-9,10-methylenedioxy-8-oxonorochotensane-7-carboxylate 
• 76541-19-0 ethyl 2,3-dimethoxy-9,10-methylenedioxy-8-oxonorochotensane-7-carboxylate 
• 32420-43-2 7'-methoxy-2'-methyl-6,8,3',4'-tetrahydro-2'H-(7rN)-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinoline]-8t,6'-diol 
• 31225-67-9 (7S)-3',4'-dihydro-6',7'-dimethoxy-2'-methyl-2'H-spiro[indeno[4,5-d]-[1,3]dioxole-7,1'-isoquinolin]-8(6H)-one 

Downstream Products

• 96681-78-6 bulgaramine 
• 84094-83-7 C₂₃H₂₅NO₈ 
• 84094-82-6 C₂₁H₂₃NO₇ 

Relevant academic research and scientific papers

Chemical Transformation of Protoberberines. VIII. A Novel Synthesis of (+/-)-Fumaricine and a Formal Synthesis of (+/-)-Alpinigenine

Berberine (1) was transformed stereoselectively into either the trans- or cis-hydroxyspirobenzylisoquinoline (9 or 10) via the 8,14-cycloberbine (3).This method was applied to a first transformation of the protoberberine (22) into a spirobenzylisoquinolin

ALKALOIDS OF Fumaria parviflora

The total alkaloids of the plant Fumaria parviflora Lam., collected in Ashkhabad Province (Turkmen SSR), in the flowering and incipient fruit-bearing period have been studied.The methanolic extraction of 10.5 kg of the plant yielded 0.39percent of total alkaloids, from which cheilanthifoline, scoulerine, parfumine, norjusiphine, isoboldine, coclaurine, dihydrosanguinarine, stylopine, sanguinarine, oxysanguinarine, adlumine, adlumidine, hydrastine, bicuculline, protopine, cryptopine, adlumidiceine, N-methyladlumine, a base with mp 281-282 deg C, and a new alkaloid - d-fumaricine - have been isolated from the plant for the first time.

A NOVEL SYNTHESIS OF (+/-)-FUMARICINE

A novel synthesis of (+/-)-fumaricine (9) from the phenolbetaine (5) via the 8,14-cycloberbine (6), the photochemical valence tautomer of 5, is described.