94143-83-6

Basic information

• Product Name: 5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLINE
• Synonyms: 5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLINE;1,3-Dioxolo[4,5-g]isoquinoline, 5,6,7,8-tetrahydro-;5,6,7,8-Tetrahydro-[1,3]Dioxolo[4,5-G]Isoquinoline(WX604669)
• CAS NO: 94143-83-6
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.2
• Mol File: 94143-83-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLINE(94143-83-6)
• EPA Substance Registry System: 5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLINE(94143-83-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 94143-83-6(Hazardous Substances Data)

Usage

Description

5,6,7,8-Tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline is an organic compound that serves as a key reactant in the synthesis of various bioactive molecules. Its unique structure, featuring a tetrahydroisoquinoline core fused with a dioxolane ring, endows it with potential applications in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Synthesis:
5,6,7,8-Tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline is used as a reactant in the synthesis of Crispine-A and Dysoxyline, two bioactive compounds with potential therapeutic applications. Its role in these syntheses highlights its importance in the development of new drugs and pharmaceutical agents.
Used in Chemical Research:
In addition to its pharmaceutical applications, 5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline may also be utilized in chemical research for the exploration of novel reactions and the synthesis of other complex organic molecules. Its unique structure and reactivity make it a valuable tool for advancing the field of organic chemistry.

Upstream product

• 65842-89-9 5-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline 

Downstream Products

• 91-01-0 1,1-Diphenylmethanol 
• 269-44-3 papraline 
• 464-72-2 tetraphenylethane-1,2-diol 
• 6882-28-6 norhydrastinine 
• 5985-04-6 Hydrohydrastinine hydrochloride 
• 494-55-3 N-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline 
• 337380-66-2 [2-(7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline-6-carbonyl)-3-methoxyphenyl]acetic acid methyl ester 
• 337380-67-3 diazo-[2-(7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline-6-carbonyl)-3-methoxyphenyl]acetic acid methyl ester 
• 142834-61-5 Phenyl-[6-((1R,2S,6R,7S)-1,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-en-4-yl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-methanol 
• 142834-61-5 Phenyl-[6-((1R,2S,6R,7S)-1,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-en-4-yl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-methanol 
• 1350557-86-6 [1,3]dioxolo[7,8-g]-2-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 1350557-87-7 C₂₄H₂₀N₂O₂ 
• 1350557-88-8 C₂₅H₂₂N₂O₂ 
• 1350557-89-9 C₂₅H₂₂N₂O₃ 

Relevant articles and documents

Aryl radical cyclizations of 1-(2′-bromobenzyl)isoquinolines with AIBN-Bu3SnH: Formation of aporphines and indolo[2,1-a]isoquinolines

(matrix presented) Radical cyclization of alkoxy-substituted 1-(2′-bromobenzyl)-3,4-dihydroisoquinolines 1 with AIBN-Bu3SnH gave 6a,7-dehydroaporphines 2 preferentially. A steric repulsion between the respective alkoxy groups at the 7- and 3′-positions gave 5,6-dihydroindolo[2,1-a]isoquinolines 3 in a disfavored 5-endo cyclization mode. Radical cyclizations of the related substrates, such as 1-(2′-bromobenzoyl)isoquinolines or 1-(2′-bromo-α-hydroxybenzyl)isoquinolines, were also found to give the corresponding oxoaporphines or oxyaporphines.