ethyl 3-(t-butyldimethylsiloxy)-4-<(2-methoxycarbonylphenyl)thio>-2-oxobut-3-enoate

Base Information

Chemical Name:ethyl 3-(t-butyldimethylsiloxy)-4-<(2-methoxycarbonylphenyl)thio>-2-oxobut-3-enoate
CAS No.:131327-64-5
Molecular Formula:C₂₀H₂₈O₆SSi
Molecular Weight:424.59
Hs Code.:

Synonyms:ethyl 3-(t-butyldimethylsiloxy)-4-<(2-methoxycarbonylphenyl)thio>-2-oxobut-3-enoate

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Chemical Property of ethyl 3-(t-butyldimethylsiloxy)-4-<(2-methoxycarbonylphenyl)thio>-2-oxobut-3-enoate

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Technology Process of ethyl 3-(t-butyldimethylsiloxy)-4-<(2-methoxycarbonylphenyl)thio>-2-oxobut-3-enoate

There total 5 articles about ethyl 3-(t-butyldimethylsiloxy)-4-<(2-methoxycarbonylphenyl)thio>-2-oxobut-3-enoate 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: 69.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 120571-40-6
ethyl 4-<(2-methoxycarbonylphenyl)thio>-2,3-dioxobutanoate

: 131327-64-5
ethyl 3-(t-butyldimethylsiloxy)-4-<(2-methoxycarbonylphenyl)thio>-2-oxobut-3-enoate

Guidance literature:: With triethylamine; In tetrahydrofuran; for 6h; Ambient temperature;
DOI:10.1016/S0040-4020(01)96018-1

Reference yield:

: 131327-56-5
ethyl 4-<(2-methoxycarbonylphenyl)thio>-3-oxobutanoate

: 131327-64-5
ethyl 3-(t-butyldimethylsiloxy)-4-<(2-methoxycarbonylphenyl)thio>-2-oxobut-3-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 44 percent / NEt₃, tosyl hydrazide / acetonitrile / 1) -10 deg C, 0.25h, 2) 4 deg C, 12h

2: 93 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.17 h / -10 °C

3: 51 percent / Rh₂(OAc)4 / benzene / 0.08 h / Heating

4: 69 percent / NEt₃ / tetrahydrofuran / 6 h / Ambient temperature

With triethylamine; 3-chloro-benzenecarboperoxoic acid; toluene-4-sulfonic acid hydrazide; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)96018-1

Reference yield:

: 120571-39-3
ethyl 2-diazo-4-<(2-methoxycarbonylphenyl)sulphinyl>-3-oxobutanoate

: 131327-64-5
ethyl 3-(t-butyldimethylsiloxy)-4-<(2-methoxycarbonylphenyl)thio>-2-oxobut-3-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 51 percent / Rh₂(OAc)4 / benzene / 0.08 h / Heating

2: 69 percent / NEt₃ / tetrahydrofuran / 6 h / Ambient temperature

With triethylamine; dirhodium tetraacetate; In tetrahydrofuran; benzene;
DOI:10.1016/S0040-4020(01)96018-1