2-amino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester

Base Information

• Chemical Name: 2-amino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester
• CAS No.: 793728-14-0
• Molecular Formula: C₂₄H₂₁BrN₂O₄
• Molecular Weight: 481.346

Synonyms:2-amino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester

Chemical Property of 2-amino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester

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Technology Process of 2-amino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester

There total 5 articles about 2-amino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl 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:

7-bromo-3-hydroxy-3-phenyl-1,3-dihydroindol-2-one (63220-44-0) + N-(benzyloxycarbonyl)-L-tyrosine methyl ester (13512-31-7) → 2-amino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester (793728-14-0)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1002/1521-3773(20020916)41:18<3495::AID-ANIE3495>3.0.CO;2-7

Reference yield:

7-bromo-3-hydroxy-3-phenyl-1,3-dihydroindol-2-one (63220-44-0) + N-acetyl-L-tyrosine methyl ester (2440-79-1) → 2-amino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester (793728-14-0)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1021/ja040092i

Reference yield:

7-bromoisatin (20780-74-9) → 2-amino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester (793728-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / tetrahydrofuran / 0.08 h / 0 °C

2: TfOH / CH₂Cl₂ / 0.33 h / 0 °C

With trifluorormethanesulfonic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja040092i

upstream raw materials:

7-bromo-3-hydroxy-3-phenyl-1,3-dihydroindol-2-one

N-(benzyloxycarbonyl)-L-tyrosine methyl ester

N-acetyl-L-tyrosine methyl ester

7-bromoisatin

Downstream raw materials:

2-acetylamino-3-[3-(7-bromo-2-oxo-3-phenyl-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester

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