2-(Phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal

Base Information

Chemical Name:2-(Phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal
CAS No.:148549-36-4
Molecular Formula:C₂₄H₃₄OSSi₃
Molecular Weight:454.856
Hs Code.:

Synonyms:2-(Phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal

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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 2-(Phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal

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Technology Process of 2-(Phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal

There total 6 articles about 2-(Phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal 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: 92.0%

: 148549-35-3
ethyl 2-(phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynoate

: 148549-36-4
2-(Phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1.5h;
DOI:10.1021/ja00099a020

Reference yield:

: 133968-81-7
1,1-dibromo-4-(trimethylsilyl)-2-[(trimethylsilyl)ethynyl]-1-buten-3-yne

: 148549-36-4
2-(Phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) Et₂O, hexane, -95 deg C, 45 min, 2.) Et₂O, hexane

2: 93 percent / EtCO₂H / 30 h / Heating

3: 1.) LDA / 1.) THF, hexane, from -78 to -35 deg C, 1.5 h, 2.) THF, hexane, from -35 deg C to RT

4: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, RT, 16 h

5: 92 percent / DIBAL / toluene; CH₂Cl₂ / 1.5 h / -78 °C

With n-butyllithium; diisobutylaluminium hydride; propionic acid; lithium diisopropyl amide; In dichloromethane; toluene;
DOI:10.1021/ja00099a020

Reference yield:

: 148549-30-8
2-bromo-5-(trimethylsilyl)-3-<(trimethylsilyl)ethynyl>pent-2-en-4-ynol

: 148549-36-4
2-(Phenylthio)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / EtCO₂H / 30 h / Heating

2: 1.) LDA / 1.) THF, hexane, from -78 to -35 deg C, 1.5 h, 2.) THF, hexane, from -35 deg C to RT

3: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, RT, 16 h

4: 92 percent / DIBAL / toluene; CH₂Cl₂ / 1.5 h / -78 °C

With diisobutylaluminium hydride; propionic acid; lithium diisopropyl amide; In dichloromethane; toluene;
DOI:10.1021/ja00099a020