524-46-9

Basic information

• Product Name: [6S,(+)]-6-[(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinolin-1-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one
• Synonyms: [6S,(+)]-6-[(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinolin-1-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one
• CAS NO: 524-46-9
• Molecular Formula: C21H21NO6
• Molecular Weight: 383.3945
• Mol File: 524-46-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 542.1°Cat760mmHg
• Flash Point: 281.6°C
• Appearance: /
• Density: 1.339g/cm³
• Vapor Pressure: 8.17E-12mmHg at 25°C
• Refractive Index: 1.614
• CAS DataBase Reference: [6S,(+)]-6-[(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinolin-1-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: [6S,(+)]-6-[(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinolin-1-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one(524-46-9)
• EPA Substance Registry System: [6S,(+)]-6-[(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinolin-1-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one(524-46-9)

Safety Data

• Hazardous Substances Data: 524-46-9(Hazardous Substances Data)

Usage

General Description

[6S,(+)]-6-[(1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinolin-1-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one is a complex chemical compound with a molecular formula and structure that presents numerous chemical functionalities. The compound consists of an isoquinoline core with multiple methoxy and methyl groups attached, as well as a furo-benzodioxol ring system. This chemical has potential pharmacological properties and may be of interest in medicinal chemistry and drug development. However, further research and analysis are needed to fully understand its properties and potential applications.

InChI:InChI=1/C21H21NO6/c1-22-7-6-11-8-15(24-2)16(25-3)9-13(11)18(22)19-12-4-5-14-20(27-10-26-14)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19-/m0/s1

Upstream product

• 13168-51-9 N-benzoyl-norreticuline 
• 1699-46-3 reticuline 
• 485-19-8 (R)-reticuline 
• 21414-43-7 l-adlumidine 
• 64361-55-3 6-((E)-6,7-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-ylidene)-6H-furo[3',4':3,4]benzo[1,2-d][1,3]dioxol-8-one 
• 30045-07-9 2-methyl-6,7-dimethoxy-3,4-dihydroisoquinolinium iodide 
• 125239-01-2 Potassium; 8-oxo-6,8-dihydro-furo[3',4':3,4]benzo[1,2-d][1,3]dioxole-6-carboxylate 
• 80053-50-5 6,7-methylenedioxy-3-chlorophthalide 
• 201230-82-2 carbon monoxide 
• 58343-48-9 5-formyl-benzo[1,3]dioxole-4-carboxylic acid 
• 64395-09-1 8-oxo-6,8-dihydro-furo[3',4':3,4]benzo[1,2-d][1,3]dioxole-6-carboxylic acid (3,4-dimethoxy-phenethyl)-methyl-amide 
• 124-38-9 carbon dioxide 
• 56008-63-0 4-bromobenzo[d][1,3]dioxole-5-carbaldehyde 
• 168776-08-7 4-bromo-5-chloromethyl-benzo[1,3]dioxole 

Downstream Products

• 485-51-8 (+/-)-adlumine 
• 79082-64-7 (+)-corlumine 
• 485-51-8 (+)-corlumine 

Relevant articles and documents

Synthesis of phthalideisoquinoline and protoberberine alkaloids and indolo[2,1-α]isoquinolines in a divergent route involving palladium(0)- catalyzed carbonylation

6,7,3',4'-Alkoxy-substituted 1-(2'-bromobenzoyl)-3,4-dihydroisoquinoline methiodides 17 were treated with sodium borohydride in methanol or acetic acid to give erythro-1-(2'-bromo-α-hydroxybenzyl)-2-methyl-1,2,3,4- tetrahydroisoquinolines 19. Treatment of 17 with lithium aluminum hydride in tetrahydrofuran gave the threo-isomer 20 in preference to the erythro 19. On the basis of studies on palladium(0)-catalyzed carbonylation of 2-bromo-3,4- dimethoxybenzyl alcohol to 6,7-dimethoxyphthalide, amino alcohol 19 or 20 was treated with a catalytic amount of palladium(II) acetate and triphenylphosphine in an atmosphere of carbon monoxide in the presence of chlorotrimethylsilane and potassium carbonate in boiling toluene to give the corresponding erythro- or threo-types of phthalideisoquinoline alkaloids 1 or 2, respectively. One-pot cyclization of the erythro-amino alcohols 19 was achieved by heating in N,N-dimethylformamide containing potassium carbonate to give 2,3,8,9- or 2,3,9,10-alkoxy-substituted 5,6-dihydroindolo[2,1- α]isoquinolines 3, which have a unique tetracyclic skeleton characteristic of dibenzopyrrocoline alkaloids. Similarly, palladium-(0)-catalyzed carbonylation of 1-(2'-bromobenzyl)tetrahydroisoquinolines 21 in the presence of excess potassium carbonate was found to give 8-oxoberbines 22, which on reduction with lithium aluminum hydride can be converted to protoberberine alkaloids 4.

A FACILE SYNTHESIS OF PHTHALIDEISOQUINOLINES BY DECARBOXYLATION OF PHTHALIDECARBOXYLATES IN THE PRESENCE OF IMINE METHIODIDES

Decarboxylation of potassium phthalide-3-carboxylates in the presence of acyclic imine methiodides in DMSO leads mainly to 2-acylbenzamides, but with 3,4-dihydroisoquinolinium methiodides, a one step synthesis of phthalideisoquinolines is achieved in mode

Synthesis of phthalideisoquinolines from 3-halophthalides and 3,4-dihydroisoquinolinium salts

Phthalideisoquinoline alkaloids have been synthesized by coupling appropriately substituted 3-halophthalides and 2-methyl-3,4-dihydroisoquinolinium salts in the presence of Zn(Cu) couple or metallic Zn.Both erythro and threo isomers are formed in the reaction.The nmr spectra of the (+/-)-erythro- and (+/-)-threo-isocordrastines have been reinvestigated.The results, which differ from those previously reported, lead to a different conclusion regarding the conformations of the molecules.