108434-79-3

Usage

Uses

Used in Pharmaceutical Industry:
Acetic acid 8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-4-yl ester is used as an intermediate in the synthesis of Cotarnine Chloride (C717500), which is an oxidative degradation product of the drug Noscapine (N882000). Acetic acid 8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-4-yl ester plays a crucial role in the development of new pharmaceuticals, particularly those targeting various medical conditions.
Used in Chemical Synthesis:
Due to its unique chemical structure, Acetic acid 8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-4-yl ester can be utilized as a building block in the synthesis of other complex organic molecules. This makes it valuable in the field of organic chemistry and materials science, where it can contribute to the development of novel compounds with specific properties and applications.

Upstream product

• 108261-01-4 -N-methylamino>acetaldehyde diethyl acetal 
• 108261-00-3 amino>acetaldehyde diethyl acetal 
• 5779-99-7 4-methoxybenzo[d][1,3]dioxole-5-carbaldehyde 
• 108261-07-0 5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxolo<4,5-g>isoquinolin-8-ol 
• 75-36-5 acetyl chloride 

Downstream Products

• 82-54-2 4-methoxy-6-methyl-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinolin-5-ol 
• 30936-27-7 4-methoxy-6-methyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium iodide 
• 550-10-7 hydrocotarnine 

Relevant academic research and scientific papers

Practical Synthesis of 5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxoloisoquinolin-5-ol (Cotarnine)

5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxoloisoquinolin-5-ol (cotarnine, 1), an oxidative degradation product of (3S)-6,7-dimethoxy-3-isoquinolin-5-yl>phthalide (noscapine), has efficiently been synthesized from 2-methoxy-3,4-(methylenedioxy)benzaldehyde (7) in 66percent overall yield. -N-methylamino>acetaldehyde dimethyl acetal, obtained by reductive amination of 7 with aminoacetaldehyde dimethyl acetal followed by N-methylation, was cylized in acid to 5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxoloisoquinolin-8-ol (12).The major byproduct of the cyclization was C-8 methoxy derivative of 12, and the amount of this byproduct was decreased by removal of MeOH formed in the reaction mixture.Acetylation of the hydroxyl group in 12 and hydrogenolysis gave 5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxoloisoquinoline (hydrocotarnine), which was oxidized with I2 followed by basification to afford 1.

Certain 6,7-methylene dioxydihydro or tetrahydro-isoquinoline derivatives

A tetrahydroisoquinoline derivative represented by formula: STR1 wherein R1 represents hydrogen or methyl and X1, X2, Y1 and Y2 are defined as follows: (1) X1 represents --OH, STR2 or OR2 wherein R2 represents lower alkyl when X2, Y1 and Y2 represent hydrogen (2) X1 and X2 together form oxo (=O), when Y1 and Y2 represent hydrogen or (3) Y1 and Y2 together form oxo (=O), when X1 and X2 represent hydrogen which is useful as an intermediate in preparation of Cotarnine.