(1H-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl ester

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Chemical Name:(1H-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl ester
CAS No.:394220-70-3
Molecular Formula:C₂₇H₂₁BrN₂O₅
Molecular Weight:533.378
Hs Code.:

(1<i>H</i>-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl ester

Synonyms:(1H-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl ester

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Chemical Property of (1H-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl ester

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Technology Process of (1H-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl ester

There total 6 articles about (1H-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl 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: 92.0%

: 87-51-4
indole-3-acetic acid

: 394220-69-0
2-[(S)-2-(3-Bromo-4-methoxy-phenyl)-2-hydroxy-ethyl]-isoindole-1,3-dione

: 394220-70-3
(1H-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/S0040-4039(01)01555-6

Reference yield:

: 136918-14-4,85-41-6
phthalimide

: 394220-70-3
(1H-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / potassium phthalimide / dimethylformamide / 18 h / 90 °C

2: 92 percent / DCCI; 4-DMAP / CH₂Cl₂; tetrahydrofuran / 16 h / 20 °C

With dmap; potassium phtalimide; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01555-6

Reference yield:

: 34841-06-0
3-bromo-4-methoxybenzylaldehyde

: 394220-70-3
(1H-indol-3-yl)-acetic acid 1-(3-bromo-4-methoxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / 0 - 20 °C

2.1: K₃Fe(CN)6; K₂OsO₄*2H₂O; (DHQ)2PHAL / H₂O; 2-methyl-propan-2-ol

2.2: 96 percent / Na₂SO₃ / H₂O / 1 h / 0 °C

3.1: TMSCl; MeC(OMe)3 / CH₂Cl₂ / 1 h / 20 - 40 °C

3.2: 90 percent / K₂CO₃ / methanol / 2 h / 20 °C

4.1: 70 percent / potassium phthalimide / dimethylformamide / 18 h / 90 °C

5.1: 92 percent / DCCI; 4-DMAP / CH₂Cl₂; tetrahydrofuran / 16 h / 20 °C

With Trimethyl orthoacetate; dmap; potassium osmate(VI); n-butyllithium; chloro-trimethyl-silane; Hydroquinone 1,4-phthalazinediyl diether; potassium phtalimide; dicyclohexyl-carbodiimide; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(01)01555-6