tert-butyl N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-N-methylcarbamate

Base Information

Chemical Name:tert-butyl N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-N-methylcarbamate
CAS No.:615537-89-8
Molecular Formula:C₂₇H₃₉NO₃Si
Molecular Weight:453.697
Hs Code.:

Synonyms:tert-butyl N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-N-methylcarbamate

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Chemical Property of tert-butyl N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-N-methylcarbamate

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Technology Process of tert-butyl N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-N-methylcarbamate

There total 9 articles about tert-butyl N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-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: 78.0%

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

: 615537-89-8
tert-butyl N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-N-methylcarbamate

Guidance literature:: With potassium tert-butylate; In toluene; tert-butyl alcohol; at 100 ℃; for 5h;
DOI:10.1021/ol035398t

Reference yield:

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

: 615537-89-8
tert-butyl N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-N-methylcarbamate

Guidance literature:: Multi-step reaction with 7 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

7.1: 78 percent / t-BuOK / toluene; 2-methyl-propan-2-ol / 5 h / 100 °C

With dmap; sodium tetrahydroborate; carbon tetrabromide; potassium tert-butylate; sodium hydride; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/ol035398t

Reference yield:

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

: 615537-89-8
tert-butyl N-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl]-N-methylcarbamate

Guidance literature:: Multi-step reaction with 8 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

8.1: 78 percent / t-BuOK / toluene; 2-methyl-propan-2-ol / 5 h / 100 °C

With dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; carbon tetrabromide; potassium tert-butylate; sodium hydride; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/ol035398t