[1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-carbamic acid tert-butyl ester
CAS No.:798566-10-6
Molecular Formula:C₂₈H₃₆N₂O₅
Molecular Weight:480.604
Hs Code.:

Synonyms:[1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-carbamic acid tert-butyl ester

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Chemical Property of [1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-carbamic acid tert-butyl ester

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Technology Process of [1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-carbamic acid tert-butyl ester

There total 19 articles about [1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-carbamic acid tert-butyl ester 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:

: 42058-59-3
3-hydroxy-benzeneacetic acid, methyl ester

: 798566-10-6
[1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / acetone / 48 h / 65 °C

2.1: sodium hydroxide / methanol; water / 4 h / 60 °C

3.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 15 h / 20 °C

4.1: phosphorus pentachloride / dichloromethane / 15 h / 20 °C

5.1: sulfur / dichloromethane / 1 h / 155 °C

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

6.2: 0 °C

7.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.25 h / 0 °C

7.2: 15 h / 20 °C

8.1: sodium azide / dimethyl sulfoxide / 1.5 h / 65 °C

9.1: hydrogen; acetic acid / palladium 10% on activated carbon / tetrahydrofuran / 3 h / 2068.65 Torr

With sodium hydroxide; lithium aluminium tetrahydride; sodium azide; phosphorus pentachloride; hydrogen; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sulfur; acetic acid; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; DMF (N,N-dimethyl-formamide); dichloromethane; water; dimethyl sulfoxide; acetone;

Reference yield:

: 798566-09-3
4-azidomethyl-1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinoline

: 34619-03-9
tert-butyldicarbonate

: 798566-10-6
[1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; acetic acid; palladium 10% on activated carbon; In tetrahydrofuran; for 3h; under 2068.65 Torr;

Reference yield:

: 621-37-4
m-hydroxyphenylacetic acid

: 798566-10-6
[1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-ylmethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: acetyl chloride / 15 h / 20 °C

2.1: potassium carbonate / acetone / 48 h / 65 °C

3.1: sodium hydroxide / methanol; water / 4 h / 60 °C

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 15 h / 20 °C

5.1: phosphorus pentachloride / dichloromethane / 15 h / 20 °C

6.1: sulfur / dichloromethane / 1 h / 155 °C

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

7.2: 0 °C

8.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.25 h / 0 °C

8.2: 15 h / 20 °C

9.1: sodium azide / dimethyl sulfoxide / 1.5 h / 65 °C

10.1: hydrogen; acetic acid / palladium 10% on activated carbon / tetrahydrofuran / 3 h / 2068.65 Torr

With sodium hydroxide; lithium aluminium tetrahydride; sodium azide; phosphorus pentachloride; hydrogen; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sulfur; acetic acid; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; DMF (N,N-dimethyl-formamide); dichloromethane; water; dimethyl sulfoxide; acetone;