Ethyl (2S,3E)-6-(4-chlorophenylseleno)-2,4-dimethyl-2-(4-methoxybenzylthio)hex-3-enoate

Base Information

Chemical Name:Ethyl (2S,3E)-6-(4-chlorophenylseleno)-2,4-dimethyl-2-(4-methoxybenzylthio)hex-3-enoate
CAS No.:123430-69-3
Molecular Formula:C₂₄H₂₉ClO₃SSe
Molecular Weight:511.971
Hs Code.:

Synonyms:Ethyl (2S,3E)-6-(4-chlorophenylseleno)-2,4-dimethyl-2-(4-methoxybenzylthio)hex-3-enoate

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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 Ethyl (2S,3E)-6-(4-chlorophenylseleno)-2,4-dimethyl-2-(4-methoxybenzylthio)hex-3-enoate

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Technology Process of Ethyl (2S,3E)-6-(4-chlorophenylseleno)-2,4-dimethyl-2-(4-methoxybenzylthio)hex-3-enoate

There total 9 articles about Ethyl (2S,3E)-6-(4-chlorophenylseleno)-2,4-dimethyl-2-(4-methoxybenzylthio)hex-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: 86.0%

: 7314-73-0
1-chloro-4-selenocyanatobenzene

: 123430-68-2
Ethyl (2S,3E)-2,4-dimethyl-6-hydroxy-2-(4-methoxybenzylthio)hex-3-enoate

: 123430-69-3
Ethyl (2S,3E)-6-(4-chlorophenylseleno)-2,4-dimethyl-2-(4-methoxybenzylthio)hex-3-enoate

Guidance literature:: With tributylphosphine; In tetrahydrofuran; for 0.75h;

Reference yield: 85.0%

: 4-chlorophenylselenocyanate

: 123430-68-2
Ethyl (2S,3E)-2,4-dimethyl-6-hydroxy-2-(4-methoxybenzylthio)hex-3-enoate

: 123430-69-3
Ethyl (2S,3E)-6-(4-chlorophenylseleno)-2,4-dimethyl-2-(4-methoxybenzylthio)hex-3-enoate

Guidance literature:: With tributylphosphine;
DOI:10.1039/c39890000023

Reference yield:

: 123401-95-6
Ethyl (2S)-2-formyl-2-(4-methoxybenzylthio)propanoate

: 123430-69-3
Ethyl (2S,3E)-6-(4-chlorophenylseleno)-2,4-dimethyl-2-(4-methoxybenzylthio)hex-3-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 45 percent / LDA / tetrahydrofuran; hexane / 1.) 0 deg C, 30 min, 2.) -78 deg C to r.t., 2.5 h

2: 1.) BuLi / 1.) THF, hexane, r.t., 1 h, 2.) r.t., 5 h

3: 1.) 9-BBN, 2.) 30percent aq. H₂O₂ / 1.) THF, 18 h, 2.) r.t., 45 min

4: 86 percent / Bu₃P / tetrahydrofuran / 0.75 h

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; tributylphosphine; dihydrogen peroxide; lithium diisopropyl amide; In tetrahydrofuran; hexane;