8-Isoquinolinol, 3,4-dihydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy-

Base Information

• Chemical Name: 8-Isoquinolinol, 3,4-dihydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy-
• CAS No.: 697803-51-3
• Molecular Formula: C18H19NO4
• Molecular Weight: 313.353
• Mol file: 697803-51-3.mol

Synonyms:

Chemical Property of 8-Isoquinolinol, 3,4-dihydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-Isoquinolinol, 3,4-dihydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy-

There total 11 articles about 8-Isoquinolinol, 3,4-dihydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy- 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: 89.0%

8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline (158838-05-2) → 1-(3-Hydroxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinolin-8-ol (697803-51-3)

Guidance literature:

With trifluorormethanesulfonic acid;

DOI:10.1021/ja00100a048

Reference yield:

3-benzyloxy-4-methoxybenzaldehyde (6346-05-0) → 1-(3-Hydroxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinolin-8-ol (697803-51-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / sodium acetate / 0.08 h / microwave irradiation

2.1: NaOH / 90 °C

2.2: 81 percent / H₂O₂

3.1: LAH

4.1: 390 mg / Mitsunobu conditions

5.1: 60 percent / toluene / 75 °C

6.1: 89 percent / TFMSA / CCl₄ / 8 h / 50 °C

With sodium hydroxide; lithium aluminium tetrahydride; trifluorormethanesulfonic acid; sodium acetate; In tetrachloromethane; toluene; 5.1: aza-Wittig reaction;

DOI:10.1021/jo030287t

Reference yield:

isovanillin (621-59-0) → 1-(3-Hydroxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinolin-8-ol (697803-51-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: K₂CO₃ / ethanol / 2 h / 75 °C

2.1: 100 percent / sodium acetate / 0.08 h / microwave irradiation

3.1: NaOH / 90 °C

3.2: 81 percent / H₂O₂

4.1: LAH

5.1: 390 mg / Mitsunobu conditions

6.1: 60 percent / toluene / 75 °C

7.1: 89 percent / TFMSA / CCl₄ / 8 h / 50 °C

With sodium hydroxide; lithium aluminium tetrahydride; trifluorormethanesulfonic acid; sodium acetate; potassium carbonate; In tetrachloromethane; ethanol; toluene; 6.1: aza-Wittig reaction;

DOI:10.1021/jo030287t

upstream raw materials:

8-Benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-7-methoxy-3,4-dihydro-isoquinoline

isovanillin

2-(5-(benzyloxy)-4-methoxyphenyl)-ethan-1-ol

O-benzylhomoisovanillic acid

Downstream raw materials:

(+)-Enneaphylline

(+)-cularine

(S)-(+)-crassifoline

(+)-Sarcocapnidine