N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-[(oxiranyl)methyl]piperidine

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-[(oxiranyl)methyl]piperidine
CAS No.:442156-84-5
Molecular Formula:C₂₉H₄₁NO₄Si
Molecular Weight:495.734
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-[(oxiranyl)methyl]piperidine

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Chemical Property of N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-[(oxiranyl)methyl]piperidine

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Technology Process of N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-[(oxiranyl)methyl]piperidine

There total 8 articles about N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-[(oxiranyl)methyl]piperidine 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: 92.0%

: 442156-82-3
N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-(2,3-dihydroxypropyl)piperidine

: 442156-84-5
N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-[(oxiranyl)methyl]piperidine

Guidance literature:: N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-(2,3-dihydroxypropyl)piperidine; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

With N-tosylimidazole; In tetrahydrofuran; at 20 ℃; for 12h; Further stages.;
DOI:10.1021/jm010448q

Reference yield:

: 113423-54-4
4-(tert-butyldiphenylsilyloxy)-5-hexen-1-ol

: 442156-84-5
N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-[(oxiranyl)methyl]piperidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

2.1: O₃; NaHCO₃ / CH₂Cl₂ / 0.33 h / -78 °C

2.2: Me₂S / CH₂Cl₂ / -78 - 20 °C

3.1: NH₂OH*HCl; Et₃N / 11 h / 20 °C

4.1: H₂ / PdCl₂ / methanol; CH₂Cl₂ / 12 h / 20 °C

5.1: 410 g / Et₃N / CH₂Cl₂ / 10 h / 20 °C

6.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

6.2: 92 percent / tosylimidazole / tetrahydrofuran / 12 h / 20 °C

With hydroxylamine hydrochloride; hydrogen; sodium hydride; sodium hydrogencarbonate; ozone; triethylamine; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm010448q

Reference yield:

: 154476-70-7
6-(4-methoxybenzyloxy)hex-1-en-3-ol

: 442156-84-5
N-(tert-butoxycarbonyl)-3-(tert-butyldiphenylsilyl)oxy-2-[(oxiranyl)methyl]piperidine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 81 percent / imidazole / dimethylformamide / 0 - 20 °C

2.1: 87 percent / DDQ; H₂O / CH₂Cl₂ / 1.5 h / 0 °C

3.1: 99 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

4.1: O₃; NaHCO₃ / CH₂Cl₂ / 0.33 h / -78 °C

4.2: Me₂S / CH₂Cl₂ / -78 - 20 °C

5.1: NH₂OH*HCl; Et₃N / 11 h / 20 °C

6.1: H₂ / PdCl₂ / methanol; CH₂Cl₂ / 12 h / 20 °C

7.1: 410 g / Et₃N / CH₂Cl₂ / 10 h / 20 °C

8.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

8.2: 92 percent / tosylimidazole / tetrahydrofuran / 12 h / 20 °C

With 1H-imidazole; hydroxylamine hydrochloride; water; hydrogen; sodium hydride; sodium hydrogencarbonate; ozone; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm010448q