phenylmethyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

Base Information

Chemical Name:phenylmethyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate
CAS No.:875584-48-8
Molecular Formula:C₃₆H₄₅NO₅Si
Molecular Weight:599.842
Hs Code.:

Synonyms:phenylmethyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

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Chemical Property of phenylmethyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

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Technology Process of phenylmethyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

There total 8 articles about phenylmethyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-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:

: 875584-43-3
2-(tert-butyl-diphenyl-silanyloxymethyl)-6-oxo-piperidine-1-carboxylic acid benzyl ester

: 875584-48-8
phenylmethyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / LiHMDS / tetrahydrofuran / -78 - -40 °C

2: 78 percent / Et₃N / [Pd(Ph₃P)4] / dimethylformamide / 75 °C

3: 99 percent / diethyl ether / -78 - -10 °C

4: 92 percent / lithium triethylborohydride / tetrahydrofuran / 0 °C

5: NaH / tetrahydrofuran / 0 - 20 °C

With sodium hydride; lithium triethylborohydride; triethylamine; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 5: Swern oxidation / 6: Horner-Emmons reaction;
DOI:10.1016/j.tetlet.2005.11.047

Reference yield:

: 875584-44-4
phenylmethyl 2-(tert-butyldiphenylsilyloxymethyl)-6-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylate

: 875584-48-8
phenylmethyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / Et₃N / [Pd(Ph₃P)4] / dimethylformamide / 75 °C

2: 99 percent / diethyl ether / -78 - -10 °C

3: 92 percent / lithium triethylborohydride / tetrahydrofuran / 0 °C

4: NaH / tetrahydrofuran / 0 - 20 °C

With sodium hydride; lithium triethylborohydride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 4: Swern oxidation / 5: Horner-Emmons reaction;
DOI:10.1016/j.tetlet.2005.11.047

Reference yield:

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

: 875584-48-8
phenylmethyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / BuLi / tetrahydrofuran / -78 - 0 °C

2: 91 percent / LiHMDS / tetrahydrofuran / -78 - -40 °C

3: 78 percent / Et₃N / [Pd(Ph₃P)4] / dimethylformamide / 75 °C

4: 99 percent / diethyl ether / -78 - -10 °C

5: 92 percent / lithium triethylborohydride / tetrahydrofuran / 0 °C

6: NaH / tetrahydrofuran / 0 - 20 °C

With n-butyllithium; sodium hydride; lithium triethylborohydride; triethylamine; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 6: Swern oxidation / 7: Horner-Emmons reaction;
DOI:10.1016/j.tetlet.2005.11.047