N-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Base Information

Chemical Name:N-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
CAS No.:876385-90-9
Molecular Formula:C₂₃H₂₇N₃O₅
Molecular Weight:425.484
Hs Code.:

<i>N</i>-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Synonyms:N-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

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Chemical Property of N-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

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Technology Process of N-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

There total 12 articles about N-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 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: 70.0%

: 876385-89-6
3-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-phenyl}-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

: 876385-90-9
N-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol; at 20 ℃;
DOI:10.1016/j.bmcl.2005.10.053

Reference yield:

: 876385-79-4
3-(3,4-dimethoxy-phenyl)-2-(4-nitro-phenyl)-propionic acid

: 876385-90-9
N-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: 60 percent / diphenyl phosphorazidate; Et₃N / tetrahydrofuran / Heating

2.1: 68 percent / formic acid / 70 °C

3.1: 92 percent / Fe; aq. HCl / ethanol / 0 - 20 °C

4.1: 67 percent / Na₂CO₃ / acetone / 0 - 20 °C

5.1: n-BuLi / tetrahydrofuran / -78 °C

5.2: 55 percent / tetrahydrofuran / -78 - 20 °C

6.1: 90 percent / Et₃N / CH₂Cl₂ / 0 °C

7.1: 67 percent / NaN₃ / dimethylformamide / 80 °C

8.1: 50 percent / 20 °C

9.1: 70 percent / H₂ / Pd(OH)2 / methanol / 20 °C

With hydrogenchloride; n-butyllithium; formic acid; sodium azide; diphenyl phosphoryl azide; hydrogen; iron; sodium carbonate; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; 2.1: Pictet-Splenger reaction;
DOI:10.1016/j.bmcl.2005.10.053

Reference yield:

: 876385-77-2
3-(3,4-dimethoxy-phenyl)-2-(4-nitro-phenyl)-propionic acid methyl ester

: 876385-90-9
N-{3-[4-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-3-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 85 percent / aq. NaOH / methanol / Heating

2.1: 60 percent / diphenyl phosphorazidate; Et₃N / tetrahydrofuran / Heating

3.1: 68 percent / formic acid / 70 °C

4.1: 92 percent / Fe; aq. HCl / ethanol / 0 - 20 °C

5.1: 67 percent / Na₂CO₃ / acetone / 0 - 20 °C

6.1: n-BuLi / tetrahydrofuran / -78 °C

6.2: 55 percent / tetrahydrofuran / -78 - 20 °C

7.1: 90 percent / Et₃N / CH₂Cl₂ / 0 °C

8.1: 67 percent / NaN₃ / dimethylformamide / 80 °C

9.1: 50 percent / 20 °C

10.1: 70 percent / H₂ / Pd(OH)2 / methanol / 20 °C

With hydrogenchloride; sodium hydroxide; n-butyllithium; formic acid; sodium azide; diphenyl phosphoryl azide; hydrogen; iron; sodium carbonate; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; 3.1: Pictet-Splenger reaction;
DOI:10.1016/j.bmcl.2005.10.053