(3S,4R)-3-(4-Hydroxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

Base Information

Chemical Name:(3S,4R)-3-(4-Hydroxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol
CAS No.:102382-23-0
Molecular Formula:C₁₉H₂₃NO₅
Molecular Weight:345.395
Hs Code.:

Synonyms:(3S,4R)-3-(4-Hydroxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

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Chemical Property of (3S,4R)-3-(4-Hydroxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

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Technology Process of (3S,4R)-3-(4-Hydroxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

There total 5 articles about (3S,4R)-3-(4-Hydroxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-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:

: 5653-42-9
3,4-dimethoxyhomophthalic anhydride

: 102382-23-0
(3S,4R)-3-(4-Hydroxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / CHCl₃ / 0.5 h / 23 °C

2: 98 percent / acetic acid / 16 h / reflux

3: 50 percent / lead tetraacetate, cupric acetate / pyridine; benzene / 3 h / 80 °C

4: LiAlH₄ / tetrahydrofuran / 27 h / Heating

5: H₂ / Pd/C / acetic acid / 1 h / 23 °C

With lead(IV) acetate; lithium aluminium tetrahydride; hydrogen; copper diacetate; palladium on activated charcoal; In tetrahydrofuran; pyridine; chloroform; acetic acid; benzene;
DOI:10.1016/S0040-4039(00)98752-5

Reference yield:

: (3R,4S)-3-(4-Benzyloxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

: 102382-23-0
(3S,4R)-3-(4-Hydroxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

Guidance literature:: With hydrogen; palladium on activated charcoal; In acetic acid; at 23 ℃; for 1h; Yield given;
DOI:10.1016/S0040-4039(00)98752-5

Reference yield:

: 102349-17-7
Acetic acid (3S,4R)-3-(4-benzyloxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-4-yl ester

: 102382-23-0
(3S,4R)-3-(4-Hydroxy-3-methoxy-phenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 27 h / Heating

2: H₂ / Pd/C / acetic acid / 1 h / 23 °C

With lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; acetic acid;
DOI:10.1016/S0040-4039(00)98752-5