(5R,7R,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-ol

Base Information

Chemical Name:(5R,7R,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-ol
CAS No.:123539-23-1
Molecular Formula:C₂₀H₂₃NO₇
Molecular Weight:389.405
Hs Code.:

Synonyms:(5R,7R,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-ol

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Chemical Property of (5R,7R,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-ol

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Technology Process of (5R,7R,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-ol

There total 6 articles about (5R,7R,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-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:

: 123474-70-4
2-Bromo-1-(6-bromo-benzo[1,3]dioxol-5-yl)-propane-1,3-diol

: 123539-23-1
(5R,7R,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-ol

Guidance literature:: Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / CH₂Cl₂ / 24 h / 23 °C

2: 1.) BuLi / 1.) THF, -75 deg C, 10 min

3: sodium hydride / dimethylformamide / 0 °C

4: sodium napthalenide/dimethoxyethane / tetrahydrofuran / 0.17 h / -75 °C

5: 2N HCl / H₂O; dioxane / 3 h / 23 °C

With hydrogenchloride; n-butyllithium; 1,2-dimethoxyethane; sodium hydride; sodium naphthalenide; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)95275-4

Reference yield:

: 58095-76-4
(E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol

: 123539-23-1
(5R,7R,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-ol

Guidance literature:: Multi-step reaction with 6 steps

1: aqueous pyridinium bromide / dioxane / 72 h

2: p-toluenesulfonic acid / CH₂Cl₂ / 24 h / 23 °C

3: 1.) BuLi / 1.) THF, -75 deg C, 10 min

4: sodium hydride / dimethylformamide / 0 °C

5: sodium napthalenide/dimethoxyethane / tetrahydrofuran / 0.17 h / -75 °C

6: 2N HCl / H₂O; dioxane / 3 h / 23 °C

With hydrogenchloride; n-butyllithium; 1,2-dimethoxyethane; Pyridine hydrobromide; sodium hydride; sodium naphthalenide; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)95275-4