tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate

Base Information

Chemical Name:tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate
CAS No.:615537-72-9
Molecular Formula:C₃₇H₄₇BrN₂O₃Si
Molecular Weight:675.781
Hs Code.:

Synonyms:tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate

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Chemical Property of tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate

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Technology Process of tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate

There total 14 articles about tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate 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:

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

: 615537-71-8
N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-N-methylamine

: 615537-72-9
tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃;
DOI:10.1021/ol035398t

Reference yield:

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

: 615537-72-9
tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. Me₂NH / acetic acid / 20 h / 20 °C

1.2: 64 percent / H₂O; dimethylformamide / 2 h / Heating

2.1: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

3.1: DIBAL-H / CH₂Cl₂; heptane / 0 - 20 °C

3.2: aq. citric acid; Rochell's salt / CH₂Cl₂ / 2 h

4.1: 6.41 g / NaBH(OAc)3 / CH₂Cl₂ / 20 °C

With dmap; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; dimethyl amine; triethylamine; In n-heptane; dichloromethane; acetic acid;
DOI:10.1021/ol035398t

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 615537-72-9
tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

2.1: DIBAL-H / CH₂Cl₂; heptane / 0 - 20 °C

2.2: aq. citric acid; Rochell's salt / CH₂Cl₂ / 2 h

3.1: 6.41 g / NaBH(OAc)3 / CH₂Cl₂ / 20 °C

With dmap; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; triethylamine; In n-heptane; dichloromethane;
DOI:10.1021/ol035398t