1,4-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]-2,5-bis(trimethylsilylethynyl)benzene

Base Information

Chemical Name:1,4-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]-2,5-bis(trimethylsilylethynyl)benzene
CAS No.:882880-06-0
Molecular Formula:C₃₂H₃₄O₈S₄Si₂
Molecular Weight:731.052
Hs Code.:

Synonyms:1,4-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]-2,5-bis(trimethylsilylethynyl)benzene

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Chemical Property of 1,4-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]-2,5-bis(trimethylsilylethynyl)benzene

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Technology Process of 1,4-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]-2,5-bis(trimethylsilylethynyl)benzene

There total 4 articles about 1,4-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]-2,5-bis(trimethylsilylethynyl)benzene 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%

: 882880-03-7
2-((triisopropylsilyl)ethynyl)-5-((trimethylsilyl)ethynyl)terephthalaldehyde

: 68629-95-8
[4,5-bis(methoxycarbonyl)-1,3-dithiol-2-yl]tributyl-phosphonium tetrafluoroborate

: 882880-06-0
1,4-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]-2,5-bis(trimethylsilylethynyl)benzene

Guidance literature:: With triethylamine; In tetrahydrofuran; acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/ol060071o

Reference yield:

: 185051-30-3
diethyl 2,5-bis(((trifluoromethyl)sulfonyl)oxy)terephthalate

: 882880-06-0
1,4-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]-2,5-bis(trimethylsilylethynyl)benzene

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / CuI; iPr₂NEt / Pd(PPh₃)2Cl₂ / dimethylformamide / 18 h

2: 94 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

3: 96 percent / Celite; pyridinium chlorochromate / CH₂Cl₂ / 2 h

4: 82 percent / Et₃N / acetonitrile; tetrahydrofuran / 1 h / 20 °C

With copper(l) iodide; lithium aluminium tetrahydride; Celite; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Sonogashira cross-coupling / 4: Wittig reaction;
DOI:10.1021/ol060071o

Reference yield:

: 882880-02-6
4-hydroxymethyl-2,5-bis(trimethylsilylethynyl)benzyl alcohol

: 882880-06-0
1,4-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]-2,5-bis(trimethylsilylethynyl)benzene

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / Celite; pyridinium chlorochromate / CH₂Cl₂ / 2 h

2: 82 percent / Et₃N / acetonitrile; tetrahydrofuran / 1 h / 20 °C

With Celite; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetonitrile; 2: Wittig reaction;
DOI:10.1021/ol060071o