methyl 7(S)-(benzyloxy)-9-bromo-154-<(tert-butyldiphenylsilyl)oxy>-2-methyltetradeca-2,8,10-trienoate

Base Information

Chemical Name:methyl 7(S)-(benzyloxy)-9-bromo-154-<(tert-butyldiphenylsilyl)oxy>-2-methyltetradeca-2,8,10-trienoate
CAS No.:132047-99-5
Molecular Formula:C₃₉H₄₉BrO₄Si
Molecular Weight:689.805
Hs Code.:

Synonyms:methyl 7(S)-(benzyloxy)-9-bromo-154-<(tert-butyldiphenylsilyl)oxy>-2-methyltetradeca-2,8,10-trienoate

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Chemical Property of methyl 7(S)-(benzyloxy)-9-bromo-154-<(tert-butyldiphenylsilyl)oxy>-2-methyltetradeca-2,8,10-trienoate

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Technology Process of methyl 7(S)-(benzyloxy)-9-bromo-154-<(tert-butyldiphenylsilyl)oxy>-2-methyltetradeca-2,8,10-trienoate

There total 12 articles about methyl 7(S)-(benzyloxy)-9-bromo-154-<(tert-butyldiphenylsilyl)oxy>-2-methyltetradeca-2,8,10-trienoate 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: 82.0%

: 132047-98-4
(6Z,8E)-(S)-5-Benzyloxy-7-bromo-12-(tert-butyl-diphenyl-silanyloxy)-dodeca-6,8-dienal

: 2605-68-7
methyl 2-(triphenylphosphoranylidene)propionate

: 132047-99-5
methyl 7(S)-(benzyloxy)-9-bromo-154-<(tert-butyldiphenylsilyl)oxy>-2-methyltetradeca-2,8,10-trienoate

Guidance literature:: In dichloromethane; at 23 ℃; for 3h;
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

: 132047-99-5
methyl 7(S)-(benzyloxy)-9-bromo-154-<(tert-butyldiphenylsilyl)oxy>-2-methyltetradeca-2,8,10-trienoate

Guidance literature:: Multi-step reaction with 4 steps

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

2: 65 percent / TlOH / Pd(PPh₃)4 / tetrahydrofuran / 23 °C

3: 1.) Cp₂Zr*HCl, 3.) I₂

4: 1.) diisobutylaluminum hydride, 2.) H₃O⁽¹⁺⁾ / 1.) (C₂H₅)2O, 25 deg C, 2.) CH₂Cl₂, 25 deg C

With sodium periodate; TlOH; carbon tetrabromide; dicyclopentadienylzirconium hydrochloride; oxonium; iodine; diisobutylaluminium hydride; acetic acid; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;
DOI:10.1021/jo00238a049

Reference yield:

: 112505-92-7
(S)-3-(benzyloxy)-1,1-dibromo-hexa-1,5-diene

: 132047-99-5
methyl 7(S)-(benzyloxy)-9-bromo-154-<(tert-butyldiphenylsilyl)oxy>-2-methyltetradeca-2,8,10-trienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / TlOH / Pd(PPh₃)4 / tetrahydrofuran / 23 °C

2: 1.) Cp₂Zr*HCl, 3.) I₂

3: 1.) diisobutylaluminum hydride, 2.) H₃O⁽¹⁺⁾ / 1.) (C₂H₅)2O, 25 deg C, 2.) CH₂Cl₂, 25 deg C

With TlOH; dicyclopentadienylzirconium hydrochloride; oxonium; iodine; diisobutylaluminium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;
DOI:10.1021/jo00238a049