ethyl (2Z,6E,3’E)-2-(5’-tertbutyldiphenylsilyloxy-3’-methylpent-3’-en-1’-yn-1’-yl)-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

Base Information

Chemical Name:ethyl (2Z,6E,3’E)-2-(5’-tertbutyldiphenylsilyloxy-3’-methylpent-3’-en-1’-yn-1’-yl)-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate
CAS No.:1435819-24-1
Molecular Formula:C₄₉H₅₆O₄Si₂
Molecular Weight:765.152
Hs Code.:

Synonyms:ethyl (2Z,6E,3’E)-2-(5’-tertbutyldiphenylsilyloxy-3’-methylpent-3’-en-1’-yn-1’-yl)-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

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Chemical Property of ethyl (2Z,6E,3’E)-2-(5’-tertbutyldiphenylsilyloxy-3’-methylpent-3’-en-1’-yn-1’-yl)-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

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Technology Process of ethyl (2Z,6E,3’E)-2-(5’-tertbutyldiphenylsilyloxy-3’-methylpent-3’-en-1’-yn-1’-yl)-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

There total 4 articles about ethyl (2Z,6E,3’E)-2-(5’-tertbutyldiphenylsilyloxy-3’-methylpent-3’-en-1’-yn-1’-yl)-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate 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%

: 26631-69-6
ethyl (E)-2,3-dibromopropenoate

: 206193-25-1
(2E)-1-tert-butyldiphenylsilyloxy-3-methylpent-2-en-4-yne

: 1435819-21-8
bis[(3E)-5-tert-butyldiphenylsilyloxy-3-methylpent-3-en-1-yne]

: 1435818-72-6
ethyl (2E,6E)-2-bromo-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

: 1435819-24-1
ethyl (2Z,6E,3’E)-2-(5’-tertbutyldiphenylsilyloxy-3’-methylpent-3’-en-1’-yn-1’-yl)-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

Guidance literature:: With copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine; In tetrahydrofuran; at 25 ℃; for 4h; Inert atmosphere;
DOI:10.1039/c3cc41552j

Reference yield:

: 623-47-2
propynoic acid ethyl ester

: 1435818-72-6
ethyl (2E,6E)-2-bromo-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

: 1435819-24-1
ethyl (2Z,6E,3’E)-2-(5’-tertbutyldiphenylsilyloxy-3’-methylpent-3’-en-1’-yn-1’-yl)-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridinium hydrobromide perbromide / dichloromethane / 15 h / 25 °C / Inert atmosphere

2: bis(triphenylphosphine)palladium(II) dichloride; copper(l) iodide; triethylamine / tetrahydrofuran / 4 h / 25 °C / Inert atmosphere

With copper(l) iodide; pyridinium hydrobromide perbromide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine; In tetrahydrofuran; dichloromethane; 2: |Sonogashira Cross-Coupling;
DOI:10.1039/c3cc41552j

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1435818-72-6
ethyl (2E,6E)-2-bromo-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

: 1435819-24-1
ethyl (2Z,6E,3’E)-2-(5’-tertbutyldiphenylsilyloxy-3’-methylpent-3’-en-1’-yn-1’-yl)-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 0 - 25 °C / Inert atmosphere

2: bis(triphenylphosphine)palladium(II) dichloride; copper(l) iodide; triethylamine / tetrahydrofuran / 4 h / 25 °C / Inert atmosphere

With 1H-imidazole; copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;
DOI:10.1039/c3cc41552j