71766-69-3

Basic information

• Product Name: Prechilenine
• CAS NO: 71766-69-3
• Molecular Weight: 383.357
• Mol File: 71766-69-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Prechilenine(CAS DataBase Reference)
• NIST Chemistry Reference: Prechilenine(71766-69-3)
• EPA Substance Registry System: Prechilenine(71766-69-3)

Safety Data

• Hazardous Substances Data: 71766-69-3(Hazardous Substances Data)

Upstream product

• 62595-72-6 berberinephenolbetaine 

Downstream Products

• 66408-27-3 13-hydroxy-8-oxo-berberine 
• 75509-67-0 3,4-dihydro-(3,4-dimethoxy-2-methoxycarbonylbenzoyl)-6,7-(methylenedioxy)isoquinoline 
• 66408-37-5 3,4-dihydro-1-(3,4-dimethoxy-2-methoxycarbonylbenzoyl)-2-methyl-6,7-(methylenedioxy)isoquinolinium iodide 
• 71734-53-7 1,2,3,4-tetrahydro-1-(3,4-dimethoxy-2-methoxycarbonylbenzoyl)-2-methyl-6,7-(methylenedioxy)isoquinoline 
• 66408-38-6 1-(2-carboxy-3,4-dimethoxybenzoyl)-3,4-dihydro-6,7-(methylenedioxy)isoquinoline 
• 71700-15-7 12b-hydroxy-9,10-dimethoxy-5H-[1,3]dioxolo[4'',5'':4',5']benzo[1',2':4,5]azepino[2,1-a]isoindole-8,13(6H,12bH)-dione 

Relevant articles and documents

Reaction of Protoberberine-type Alkaloids. Part 13. Biogenetic Conversion of Protoberberine Alkaloids into Phthalideisoquinoline Alkaloids

A new convenient and biogenetic-type conversion of the protoberberine alkaloids into the phthalideisoquinoline alkaloids is described.The phthalideisoquinoline 5,6-dimethoxy-3-(6,7-dimethoxyisoquinolin-1-yl)isobenzofuran-1(3H)-one (4) was derived from 8-norcoralyne chloride (1) via 13-oxidonorcoralyne (3) in a one-pot reaction consisting of dye-sensitized photo-oxygenation followed by treatment with sodium borohydride.The conversion of berberine chloride into (+/-)-β-hydrastine (21) was performed by a reaction sequence involving conversion of 8,13a-epidioxy-9,10-dimethoxy- 2,3-methylenedioxy-13-oxo-5,6,13,13a-tetrahydro-8H-dibenzoquinolizine (9) into 1-(2-carboxy-3,4-dimethoxybenzoyl)-3,4-dihydro-6,7-(methylenedioxy)isoquinoline (11) using pyridinium chloride, followed by methylation and reductive cyclization.