4(S)-(benzyloxy)-11-<(tert-butyldiphenylsilyl)oxy>-6-(trimethylsilyl)undeca-1,5,7-triene

Base Information

Chemical Name:4(S)-(benzyloxy)-11-<(tert-butyldiphenylsilyl)oxy>-6-(trimethylsilyl)undeca-1,5,7-triene
CAS No.:132047-91-7
Molecular Formula:C₃₇H₅₀O₂Si₂
Molecular Weight:582.974
Hs Code.:

Synonyms:4(S)-(benzyloxy)-11-<(tert-butyldiphenylsilyl)oxy>-6-(trimethylsilyl)undeca-1,5,7-triene

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Chemical Property of 4(S)-(benzyloxy)-11-<(tert-butyldiphenylsilyl)oxy>-6-(trimethylsilyl)undeca-1,5,7-triene

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Technology Process of 4(S)-(benzyloxy)-11-<(tert-butyldiphenylsilyl)oxy>-6-(trimethylsilyl)undeca-1,5,7-triene

There total 11 articles about 4(S)-(benzyloxy)-11-<(tert-butyldiphenylsilyl)oxy>-6-(trimethylsilyl)undeca-1,5,7-triene 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: 74.0%

: 132047-90-6
2-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-1-enyl]-benzo[1,3,2]dioxaborole

: 112505-93-8
(E)-3(S)-(benzyloxy)-1-iodo-1-(trimethylsilyl)hexa-1,5-diene

: 132047-91-7
4(S)-(benzyloxy)-11-<(tert-butyldiphenylsilyl)oxy>-6-(trimethylsilyl)undeca-1,5,7-triene

Guidance literature:: With TlOH; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 0.0833333h;
DOI:10.1021/jo00003a049

Reference yield: 53.0%

: 75-77-4
chloro-trimethyl-silane

: 132047-93-9
4(S)-(benzyloxy)-6-bromo-11-<(tert-butyldiphenylsilyl)oxy>undeca-1,5,7-triene

: 132047-91-7
4(S)-(benzyloxy)-11-<(tert-butyldiphenylsilyl)oxy>-6-(trimethylsilyl)undeca-1,5,7-triene

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/jo00003a049

Reference yield:

: 87604-53-3
(R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane

: 132047-91-7
4(S)-(benzyloxy)-11-<(tert-butyldiphenylsilyl)oxy>-6-(trimethylsilyl)undeca-1,5,7-triene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) HOAc, 2.) NaIO₄, 3.) CBr₄, PPh₃

2: 1.) n-BuLi / 1.) THF, -78 deg C

3: 1.) diisobutylaluminum hydride, 2.) I₂ / 1.) hexane, Et₂O

4: 74 percent / TlOH, Pd(PPh₃)4 / dioxane / 23 °C

With sodium periodate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; TlOH; carbon tetrabromide; iodine; diisobutylaluminium hydride; acetic acid; triphenylphosphine; In 1,4-dioxane;
DOI:10.1021/jo00238a049