[(5R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-7-yl]-methanol

Base Information

Chemical Name:[(5R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-7-yl]-methanol
CAS No.:118067-72-4
Molecular Formula:C₂₀H₂₃NO₆
Molecular Weight:373.406
Hs Code.:

Synonyms:

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Chemical Property of [(5R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-7-yl]-methanol

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Technology Process of [(5R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-7-yl]-methanol

There total 17 articles about [(5R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-7-yl]-methanol 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: 97.0%

: 118068-17-0
[5-(3,4,5-Trimethoxy-phenyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-7-yl]-methanol

: 118067-72-4,118067-73-5,118068-18-1,127951-31-9,127951-32-0
[(5R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-7-yl]-methanol

Guidance literature:: With aluminium hydride; In tetrahydrofuran; for 1.5h; -30 deg C to room temp; or catalytic hydrogenation;
DOI:10.1016/S0040-4039(01)80681-X

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 118067-72-4,118067-73-5,118068-18-1,127951-31-9,127951-32-0
[(5R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-7-yl]-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / Ac₂O, NaOAc

2: K₂CO₃ / Ambient temperature

3: H₂ / Pd/C / 760 Torr

4: 95 percent / LiBH₄ / 1,2-dimethoxy-ethane / 2.5 h / Heating

5: 97 percent / pyridine / Ambient temperature

6: PCl₅ / CH₂Cl₂ / 0.5 h / Ambient temperature

7: AlCl₃ / CH₂Cl₂ / 18 h / Ambient temperature

8: 83 percent / MeOH, K₂CO₃ / Ambient temperature

9: 97 percent / AlH₃ / tetrahydrofuran / 1.5 h / -30 deg C to room temp; or catalytic hydrogenation

With pyridine; aluminium hydride; methanol; lithium borohydride; aluminium trichloride; phosphorus pentachloride; hydrogen; sodium acetate; acetic anhydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1016/S0040-4039(01)80681-X

Reference yield:

: 40915-27-3
(3,4,5-trimethoxybenzoylamino)acetic acid

: 118067-72-4,118067-73-5,118068-18-1,127951-31-9,127951-32-0
[(5R,7R)-5-(3,4,5-Trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-7-yl]-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / Ac₂O, NaOAc

2: K₂CO₃ / Ambient temperature

3: H₂ / Pd/C / 760 Torr

4: 95 percent / LiBH₄ / 1,2-dimethoxy-ethane / 2.5 h / Heating

5: 97 percent / pyridine / Ambient temperature

6: PCl₅ / CH₂Cl₂ / 0.5 h / Ambient temperature

7: AlCl₃ / CH₂Cl₂ / 18 h / Ambient temperature

8: 83 percent / MeOH, K₂CO₃ / Ambient temperature

9: 97 percent / AlH₃ / tetrahydrofuran / 1.5 h / -30 deg C to room temp; or catalytic hydrogenation

With pyridine; aluminium hydride; methanol; lithium borohydride; aluminium trichloride; phosphorus pentachloride; hydrogen; sodium acetate; acetic anhydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1016/S0040-4039(01)80681-X