1-(tert-Butyldimethylsiloxy)-1-methoxy-3-(phenylthio)-4-(methoxycarbonyl)but-1,3-dienoate

Base Information

Chemical Name:1-(tert-Butyldimethylsiloxy)-1-methoxy-3-(phenylthio)-4-(methoxycarbonyl)but-1,3-dienoate
CAS No.:151672-58-1
Molecular Formula:C₁₉H₂₈O₄SSi
Molecular Weight:380.58
Hs Code.:

Synonyms:1-(tert-Butyldimethylsiloxy)-1-methoxy-3-(phenylthio)-4-(methoxycarbonyl)but-1,3-dienoate

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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 1-(tert-Butyldimethylsiloxy)-1-methoxy-3-(phenylthio)-4-(methoxycarbonyl)but-1,3-dienoate

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Technology Process of 1-(tert-Butyldimethylsiloxy)-1-methoxy-3-(phenylthio)-4-(methoxycarbonyl)but-1,3-dienoate

There total 3 articles about 1-(tert-Butyldimethylsiloxy)-1-methoxy-3-(phenylthio)-4-(methoxycarbonyl)but-1,3-dienoate 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:

: 1830-54-2
3-oxopentanedioic acid dimethyl ester

: 151672-58-1
1-(tert-Butyldimethylsiloxy)-1-methoxy-3-(phenylthio)-4-(methoxycarbonyl)but-1,3-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / P₂O₅ / CH₂Cl₂ / 22 h / Ambient temperature

2: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 45 min; r.t., 45 min

With phosphorus pentoxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00075a065

Reference yield:

: 108-98-5
thiophenol

: 151672-58-1
1-(tert-Butyldimethylsiloxy)-1-methoxy-3-(phenylthio)-4-(methoxycarbonyl)but-1,3-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / P₂O₅ / CH₂Cl₂ / 22 h / Ambient temperature

2: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 45 min; r.t., 45 min

With phosphorus pentoxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00075a065

Reference yield:

: 72476-00-7
Methyl 3-(phenylthio)-4-(methoxycarbonyl)but-2-enoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 151672-58-1
1-(tert-Butyldimethylsiloxy)-1-methoxy-3-(phenylthio)-4-(methoxycarbonyl)but-1,3-dienoate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; Yield given; 1.) -78 deg C, 30 min, 2.) -78 deg C, 45 min; r.t., 45 min;
DOI:10.1021/jo00075a065