(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)-6-(trimethylsilyl)hex-3-ene-1,5-diyne

Base Information

Chemical Name:(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)-6-(trimethylsilyl)hex-3-ene-1,5-diyne
CAS No.:554459-61-9
Molecular Formula:C₂₉H₄₇IO₂Si₃
Molecular Weight:638.852
Hs Code.:

Synonyms:(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)-6-(trimethylsilyl)hex-3-ene-1,5-diyne

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Chemical Property of (E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)-6-(trimethylsilyl)hex-3-ene-1,5-diyne

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Technology Process of (E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)-6-(trimethylsilyl)hex-3-ene-1,5-diyne

There total 3 articles about (E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)-6-(trimethylsilyl)hex-3-ene-1,5-diyne 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: 83.0%

: 177500-78-6
(E)-3,4-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-1-trimethylsilanyl-hex-3-ene-1,5-diyne

: 554459-61-9
(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)-6-(trimethylsilyl)hex-3-ene-1,5-diyne

Guidance literature:: (E)-3,4-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-1-trimethylsilanyl-hex-3-ene-1,5-diyne; Merrifield resin-CH₂OCH₂CH₂N(Et)-N₂-C₆H₄-I-p; With copper(l) iodide; triethylamine; triphenylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; at 70 ℃; for 20h;

With methyl iodide; at 120 ℃; for 24h; Further stages.;
DOI:10.1039/b210184j

Reference yield: 66.0%

: 3-benzyl-1-[4-((E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-6-(trimethylsilyl)hex-3-ene-1,5-diyne-1-yl)phenyl]-3-propyltriazene

: 554459-61-9
(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)-6-(trimethylsilyl)hex-3-ene-1,5-diyne

Guidance literature:: With methyl iodide; at 110 - 120 ℃;
DOI:10.1002/hlca.200490066

Reference yield:

: 3-benzyl-1-(4-iodophenyl)-3-propyltriazene

: 554459-61-9
(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)-6-(trimethylsilyl)hex-3-ene-1,5-diyne

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / [Pd(PPh₃)2Cl₂]; CuI; Et₃N / 20 h / 20 °C

2: 66 percent / MeI / 110 - 120 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; methyl iodide; 1: Sonogashira cross-coupling;
DOI:10.1002/hlca.200490066