(E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: (E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 104621-38-7
• Molecular Formula: C₂₇H₂₇NO₅
• Molecular Weight: 445.515
• Mol file: 104621-38-7.mol

Synonyms:(E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property of (E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

There total 11 articles about (E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 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: 100.0%

3,4-dihydropapaverine (6957-27-3) + benzoyl chloride (98-88-4) → (E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (104621-38-7)

Guidance literature:

With aluminium trichloride; trimethylsilyl cyanide; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00028a064

Reference yield: 72.0%

3,4-dihydropapaverine (6957-27-3) + benzoyl chloride (98-88-4) → (E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (104621-38-7) + (Z)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (104621-37-6)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h; Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00081a007

Reference yield:

(2R*,3R*)-2,3-bis(3,4-dimethoxyphenyl)oxirane (135574-15-1,140687-74-7) → (E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (104621-38-7)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂; butan-1-ol / 2 h / r.t. to 140 deg C

2: 59 percent / pyridine / CH₂Cl₂ / Ambient temperature

3: 88 percent / hydrogen / 10percent Pd-C / tetrahydrofuran / 5320 Torr / Ambient temperature

4: CuSO₄ on SiO₂ / xylene / 5 h / Heating

With pyridine; CuSO₄-silica; hydrogen; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; xylene; butan-1-ol;

DOI:10.1016/S0040-4039(00)74327-9

upstream raw materials:

pyridine

3,4-dihydropapaverine

benzoyl chloride

Benzoic acid (R)-((S)-2-benzoyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-(3,4-dimethoxy-phenyl)-methyl ester