benzyl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole-1-carboxylate

Base Information

Chemical Name:benzyl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole-1-carboxylate
CAS No.:1580470-83-2
Molecular Formula:C₂₄H₃₁NO₃Si
Molecular Weight:409.601
Hs Code.:

Synonyms:benzyl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole-1-carboxylate

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Chemical Property of benzyl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole-1-carboxylate

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Technology Process of benzyl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole-1-carboxylate

There total 4 articles about benzyl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole-1-carboxylate 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: 86.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 101079-48-5
3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole

: 1580470-83-2
benzyl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole-1-carboxylate

Guidance literature:: 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

benzyl chloroformate; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol5004109

Reference yield:

: 120-72-9
indole

: 1580470-83-2
benzyl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethyl ether / 6 h / 0 - 20 °C / Inert atmosphere

2.1: diethyl ether / 0 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 80 °C / Inert atmosphere

4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran / 1.25 h / 0 - 20 °C / Inert atmosphere

5.2: 0 - 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/c7gc01341h

Reference yield:

: 18372-22-0
2-(3-indolyl)oxoacetic acid methyl ester

: 1580470-83-2
benzyl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 80 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 1.25 h / 0 - 20 °C / Inert atmosphere

3.2: 0 - 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/c7gc01341h