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

Base Information

Chemical Name:3-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-phenyl}-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester
CAS No.:876385-89-6
Molecular Formula:C₃₁H₃₃N₃O₇
Molecular Weight:559.619
Hs Code.:

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

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

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

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

There total 11 articles about 3-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-phenyl}-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl 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: 50.0%

: 876385-88-5
3-[4-(5-azidomethyl-2-oxo-oxazolidin-3-yl)-phenyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

: 507-09-5
tiolacetic acid

: 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

Guidance literature:: 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

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

Guidance literature:: Multi-step reaction with 8 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

With hydrogenchloride; n-butyllithium; formic acid; sodium azide; diphenyl phosphoryl azide; iron; sodium carbonate; triethylamine; In tetrahydrofuran; 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

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

Guidance literature:: Multi-step reaction with 9 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

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