8-Methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-4-ol

Base Information

• Chemical Name: 8-Methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-4-ol
• CAS No.: 108261-07-0
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.255
• Mol file: 108261-07-0.mol

Synonyms:5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxolo<4,5-g>isoquinolin-8-ol

Chemical Property of 8-Methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-4-ol

Chemical Property:

Purity/Quality:

5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-8-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-8-ol is an intermediate in the synthesis of Cotarnine Chloride (C717500), an oxidative degradation product of the drug Noscapine (N882000).

Technology Process of 8-Methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-4-ol

There total 16 articles about 8-Methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-4-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

-N-methylamino>acetaldehyde dimethyl acetal (108261-02-5) → 5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxolo<4,5-g>isoquinolin-8-ol (108261-07-0) + 5,6,7,8-Tetrahydro-4,8-dimethoxy-6-methyl-1,3-dioxolo<4,5-g>isoquinoline (108434-80-6)

Guidance literature:

With hydrogenchloride; at 25 ℃; for 24h; Product distribution; 6N H₂SO₄, different reaction times and temperatures;

DOI:10.1021/jo00299a016

Reference yield: 83.0%

N-(2-methoxy-3,4-methylenedioxybenzyl)-p-toluenesulfonamide (108261-05-8) + N-(2-methoxy-3,4-methylenedioxybenzyl)-N-(p-toluene-sulfonyl)aminoacetaldehyde diethylacetal (108261-03-6) → 5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxolo<4,5-g>isoquinolin-8-ol (108261-07-0)

Guidance literature:

With sodium hydroxide; In ethanol; dichloromethane; sulfuric acid; water;

Reference yield: 80.3%

-N-methylamino>acetaldehyde diethyl acetal (108261-01-4) → 5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxolo<4,5-g>isoquinolin-8-ol (108261-07-0)

Guidance literature:

With sodium hydroxide; In ethanol; dichloromethane; sulfuric acid; water;

upstream raw materials:

-N-methylamino>acetaldehyde dimethyl acetal

-N-methylamino>acetaldehyde diethyl acetal

formaldehyd

5,6,7,8-Tetrahydro-4-methoxy-1,3-dioxolo<4,5-g>isoquinolin-8-ol

Downstream raw materials:

hydrocotarnine

2,3-dihydro-8-methoxy-2-methyl-6,7-methylenedioxy-4(1H)-isoquinolone

(±)-α-noscapine

4-methoxy-6-methyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium iodide

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