tert-butyl N-[4-bromo-2-(tert-butyl-diphenylsilyloxymethyl)butyl]-N-methylcarbamate

Base Information

Chemical Name:tert-butyl N-[4-bromo-2-(tert-butyl-diphenylsilyloxymethyl)butyl]-N-methylcarbamate
CAS No.:615537-88-7
Molecular Formula:C₂₇H₄₀BrNO₃Si
Molecular Weight:534.609
Hs Code.:

Synonyms:tert-butyl N-[4-bromo-2-(tert-butyl-diphenylsilyloxymethyl)butyl]-N-methylcarbamate

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Chemical Property of tert-butyl N-[4-bromo-2-(tert-butyl-diphenylsilyloxymethyl)butyl]-N-methylcarbamate

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Technology Process of tert-butyl N-[4-bromo-2-(tert-butyl-diphenylsilyloxymethyl)butyl]-N-methylcarbamate

There total 8 articles about tert-butyl N-[4-bromo-2-(tert-butyl-diphenylsilyloxymethyl)butyl]-N-methylcarbamate 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: 93.0%

: 615537-87-6
tert-butyl N-[2-(tert-butyl-diphenylsilyloxymethyl)-4-hydroxybutyl]-N-methylcarbamate

: 615537-88-7
tert-butyl N-[4-bromo-2-(tert-butyl-diphenylsilyloxymethyl)butyl]-N-methylcarbamate

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol035398t

Reference yield:

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

: 615537-88-7
tert-butyl N-[4-bromo-2-(tert-butyl-diphenylsilyloxymethyl)butyl]-N-methylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: CH₂Cl₂ / 5 h / 20 °C

2.1: DMAP; Et₃N / CH₂Cl₂ / 48 h / Heating

3.1: NaH / tetrahydrofuran / 3 h / 20 °C

3.2: 13.44 g / tetrahydrofuran / 30 h / 20 °C

4.1: aq. AcOH / 2 h / 20 °C

5.1: 10.32 g / NaBH₄ / tetrahydrofuran; H₂O / 20 °C

6.1: 93 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0 - 20 °C

With dmap; sodium tetrahydroborate; carbon tetrabromide; sodium hydride; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol035398t

Reference yield:

: 52133-67-2
ethyl 2-cyano-4,4-diethoxybutyrate

: 615537-88-7
tert-butyl N-[4-bromo-2-(tert-butyl-diphenylsilyloxymethyl)butyl]-N-methylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 73 percent / LiAlH₄ / tetrahydrofuran / 12 h / 20 °C

2.1: CH₂Cl₂ / 5 h / 20 °C

3.1: DMAP; Et₃N / CH₂Cl₂ / 48 h / Heating

4.1: NaH / tetrahydrofuran / 3 h / 20 °C

4.2: 13.44 g / tetrahydrofuran / 30 h / 20 °C

5.1: aq. AcOH / 2 h / 20 °C

6.1: 10.32 g / NaBH₄ / tetrahydrofuran; H₂O / 20 °C

7.1: 93 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0 - 20 °C

With dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; carbon tetrabromide; sodium hydride; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol035398t