1H-Indole-3-carboxylic acid, 7-bromo-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2,3-dihydro-3-[ 2-[(4-methoxyphenyl)methoxy]-5-(phenylmethoxy)phenyl]-2-oxo-, methyl ester

Base Information

Chemical Name:1H-Indole-3-carboxylic acid, 7-bromo-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2,3-dihydro-3-[ 2-[(4-methoxyphenyl)methoxy]-5-(phenylmethoxy)phenyl]-2-oxo-, methyl ester
CAS No.:658051-10-6
Molecular Formula:C38H42BrNO7Si
Molecular Weight:732.743
Hs Code.:

1H-Indole-3-carboxylic acid,
7-bromo-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2,3-dihydro-3-[
2-[(4-methoxyphenyl)methoxy]-5-(phenylmethoxy)phenyl]-2-oxo-, methyl
ester

Synonyms:

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Chemical Property of 1H-Indole-3-carboxylic acid, 7-bromo-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2,3-dihydro-3-[ 2-[(4-methoxyphenyl)methoxy]-5-(phenylmethoxy)phenyl]-2-oxo-, methyl ester

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Technology Process of 1H-Indole-3-carboxylic acid, 7-bromo-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2,3-dihydro-3-[ 2-[(4-methoxyphenyl)methoxy]-5-(phenylmethoxy)phenyl]-2-oxo-, methyl ester

There total 7 articles about 1H-Indole-3-carboxylic acid, 7-bromo-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2,3-dihydro-3-[ 2-[(4-methoxyphenyl)methoxy]-5-(phenylmethoxy)phenyl]-2-oxo-, 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: 97.0%

: 17640-15-2
methyl cyanoformate

: 658051-09-3
3-[5-benzyloxy-2-(4-methoxybenzyloxy)phenyl]-7-bromo-1-(tert-butyldimethylsilanyloxymethyl)oxindole

: 658051-10-6
3-[5-benzyloxy-2-(4-methoxybenzyloxy)phenyl]-7-bromo-1-(tert-butyldimethylsilanyloxymethyl)oxindole-3-carboxylic acid methyl ester

Guidance literature:: 3-[5-benzyloxy-2-(4-methoxybenzyloxy)phenyl]-7-bromo-1-(tert-butyldimethylsilanyloxymethyl)oxindole; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.166667h;

methyl cyanoformate; In tetrahydrofuran; at 33 ℃; for 24h;
DOI:10.1021/ol036179a

Reference yield:

: 20780-74-9
7-bromoisatin

: 658051-10-6
3-[5-benzyloxy-2-(4-methoxybenzyloxy)phenyl]-7-bromo-1-(tert-butyldimethylsilanyloxymethyl)oxindole-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran; hexane / 24 h / 20 °C

2.1: iPrMgCl / tetrahydrofuran / 0 - 20 °C

2.2: CH₂Cl₂ / 8 h / 40 °C

3.1: 11.2 g / K₂CO₃ / dimethylformamide / 12 h

4.1: iPr₂NEt; thionyl chloride / CH₂Cl₂ / 0.17 h / 0 °C

5.1: 1.2 g / AcOH; Zn / tetrahydrofuran / 7 h / 0 - 35 °C

6.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

6.2: 97 percent / tetrahydrofuran / 24 h / 33 °C

With thionyl chloride; isopropylmagnesium chloride; sodium hydride; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol036179a

Reference yield:

: 119451-80-8
(chloromethoxy)(1,1-dimethylethyl)dimethylsilane

: 658051-10-6
3-[5-benzyloxy-2-(4-methoxybenzyloxy)phenyl]-7-bromo-1-(tert-butyldimethylsilanyloxymethyl)oxindole-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran; hexane / 24 h / 20 °C

2.1: iPrMgCl / tetrahydrofuran / 0 - 20 °C

2.2: CH₂Cl₂ / 8 h / 40 °C

3.1: 11.2 g / K₂CO₃ / dimethylformamide / 12 h

4.1: iPr₂NEt; thionyl chloride / CH₂Cl₂ / 0.17 h / 0 °C

5.1: 1.2 g / AcOH; Zn / tetrahydrofuran / 7 h / 0 - 35 °C

6.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

6.2: 97 percent / tetrahydrofuran / 24 h / 33 °C

With thionyl chloride; isopropylmagnesium chloride; sodium hydride; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol036179a