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

Base Information

Chemical Name:(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)hex-3-ene-1,5-diyne
CAS No.:554459-70-0
Molecular Formula:C₂₆H₃₉IO₂Si₂
Molecular Weight:566.67
Hs Code.:

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

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

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

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

There total 5 articles about (E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)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: 85.0%

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

: 554459-70-0
(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)hex-3-ene-1,5-diyne

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 0.25h;
DOI:10.1002/hlca.200490066

Reference yield: 37.0%

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

: 497251-78-2
(E)-1-bromo-3,4-bis[(tert-butyldimethylsilyloxy)methyl]-6-(trimethylsilyl)hex-3-ene-1,5-diyne

: 554459-70-0
(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)hex-3-ene-1,5-diyne

: (E,E)-1-(4-iodophenyl)-3,4,9,10-tetrakis{[(tert-butyl)dimethylsilyloxy]methyl}-12-(trimethylsiyl)-dodeca-3,9-diene-1,5,7,11-tetrayne

: (E,E)-3,4,9,10-tetrakis{[(tert-butyl)dimethylsilyloxy]methyl}-1,12-bis(4-iodophenyl)-odeca-3,9-dien-1,5,7,11-tetrayne

Guidance literature:: Multistep reaction.;
DOI:10.1039/b210184j

Reference yield:

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

: 554459-70-0
(E)-3,4-bis{[(tert-butyl)dimethylsilyloxy]methyl}-1-(4-iodophenyl)hex-3-ene-1,5-diyne

Guidance literature:: Multi-step reaction with 3 steps

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

2: 66 percent / MeI / 110 - 120 °C

3: 85 percent / aq. NaOH / tetrahydrofuran; methanol / 0.25 h / 20 °C

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