5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine

Base Information

Chemical Name:5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine
CAS No.:875584-54-6
Molecular Formula:C₂₉H₄₁NOSi
Molecular Weight:447.736
Hs Code.:

Synonyms:5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine

Suppliers and Price of 5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of 5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

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Technology Process of 5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine

There total 14 articles about 5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine 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:

: (5S,8R,8aS)-8-Methyl-octahydro-indolizine-5-carbaldehyde

: (3-((tert-butyldiphenylsilyl)oxy)propyl)triphenylphosphonium bromide

: 875584-54-6
5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2005.11.047

Reference yield:

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

: 875584-54-6
5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd(OH)2/C / methanol / 3040 Torr

2: Me₃Al / CH₂Cl₂ / Heating

3: 99 percent / TBAF / tetrahydrofuran / 20 °C

4: LiAlH₄ / tetrahydrofuran / Heating

5: BuLi / tetrahydrofuran / 0 - 20 °C

With lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; 5: Swern oxidation / 6: Wittig reaction;
DOI:10.1016/j.tetlet.2005.11.047

Reference yield:

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

: 875584-54-6
5-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-8-methyloctahydroindolizine

Guidance literature:: Multi-step reaction with 12 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

6: H₂ / Pd(OH)2/C / methanol / 3040 Torr

7: Me₃Al / CH₂Cl₂ / Heating

8: 99 percent / TBAF / tetrahydrofuran / 20 °C

9: LiAlH₄ / tetrahydrofuran / Heating

10: BuLi / tetrahydrofuran / 0 - 20 °C

With lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; sodium hydride; lithium triethylborohydride; triethylamine; lithium hexamethyldisilazane; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 5: Swern oxidation / 6: Horner-Emmons reaction / 11: Swern oxidation / 12: Wittig reaction;
DOI:10.1016/j.tetlet.2005.11.047