tert-butyl 1-(4-(4-(diethylamino)butoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Base Information

Chemical Name:tert-butyl 1-(4-(4-(diethylamino)butoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
CAS No.:1609169-68-7
Molecular Formula:C₃₁H₄₆N₂O₅
Molecular Weight:526.717
Hs Code.:

Synonyms:tert-butyl 1-(4-(4-(diethylamino)butoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Chemical Property of tert-butyl 1-(4-(4-(diethylamino)butoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Technology Process of tert-butyl 1-(4-(4-(diethylamino)butoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 9 articles about tert-butyl 1-(4-(4-(diethylamino)butoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 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: 78.7%

: 1609169-62-1
tert-butyl 1-(4-(4-bromobutoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 109-89-7
diethylamine

: 1609169-68-7
tert-butyl 1-(4-(4-(diethylamino)butoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 60 ℃; for 24h;
DOI:10.1016/j.bmcl.2014.03.058

Reference yield:

: 10214-84-3
N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(4-hydroxyphenyl)acetamide

: 1609169-68-7
tert-butyl 1-(4-(4-(diethylamino)butoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: potassium carbonate / ethanol / 12 h / Reflux

2: trichlorophosphate / toluene / 4 h / 20 °C / Reflux

3: sodium tetrahydroborate / methanol / 6 h / 0 - 20 °C

4: dichloromethane / 2 h / 20 °C

5: palladium 10% on activated carbon; hydrogen / methanol / 48 h

6: potassium carbonate / butanone / 6 h / Reflux

7: sodium hydrogencarbonate / N,N-dimethyl-formamide / 24 h / 60 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; trichlorophosphate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; butanone; 2: |Bischler-Napieralski Reaction;
DOI:10.1016/j.bmcl.2014.03.058

Reference yield:

: 5884-31-1
2-(4-benzyloxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide

: 1609169-68-7
tert-butyl 1-(4-(4-(diethylamino)butoxy)benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: trichlorophosphate / toluene / 4 h / 20 °C / Reflux

2: sodium tetrahydroborate / methanol / 6 h / 0 - 20 °C

3: dichloromethane / 2 h / 20 °C

4: palladium 10% on activated carbon; hydrogen / methanol / 48 h

5: potassium carbonate / butanone / 6 h / Reflux

6: sodium hydrogencarbonate / N,N-dimethyl-formamide / 24 h / 60 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; trichlorophosphate; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; butanone; 1: |Bischler-Napieralski Reaction;
DOI:10.1016/j.bmcl.2014.03.058