4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester
CAS No.:352423-63-3
Molecular Formula:C₂₈H₃₁BrN₂O₄
Molecular Weight:539.469
Hs Code.:

Synonyms:4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester

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Chemical Property of 4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester

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Technology Process of 4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester

There total 8 articles about 4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl 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: 45.0%

: 131497-06-8
tert-butyl(dimethyl)[(3-methylfuran-2-yl)oxy]silane

: 103-67-3
benzyl-methyl-amine

: 151726-06-6
4-bromo-3-(2-oxoethyl)-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester

: 352423-63-3
4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester

Guidance literature:: benzyl-methyl-amine; 4-bromo-3-(2-oxoethyl)-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester; In dichloromethane; at 20 ℃; for 8h;

tert-butyl(dimethyl)[(3-methylfuran-2-yl)oxy]silane; With camphor-10-sulfonic acid; In benzene; for 1h; Further stages.; Heating;
DOI:10.1021/ja010577w

Reference yield:

: 131497-06-8
tert-butyl(dimethyl)[(3-methylfuran-2-yl)oxy]silane

: 3-[(E)-2-(Benzyl-methyl-amino)-vinyl]-4-bromo-indole-1-carboxylic acid tert-butyl ester

: 352423-63-3
4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester

Guidance literature:: With camphor-10-sulfonic acid; In benzene; at 80 ℃; for 1h; Yield given;
DOI:10.1021/ja00075a107

Reference yield:

: 52488-36-5
4-bromo-1H-indole

: 352423-63-3
4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: HNMe₂

1.2: 71 percent / dimethylformamide; H₂O

2.1: DMAP; Et₃N / 2 h / 20 °C

3.1: DIBAL-H / CH₂Cl₂ / 5.75 h / -70 - 20 °C

4.1: CH₂Cl₂ / 8 h / 20 °C

4.2: 45 percent / camphoricsulfonic acid / benzene / 1 h / Heating

With dmap; diisobutylaluminium hydride; dimethyl amine; triethylamine; In dichloromethane;
DOI:10.1021/ja010577w