(2S,3S)-1-tert-butyldimethylsiloxy-3-methoxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene

Base Information

Chemical Name:(2S,3S)-1-tert-butyldimethylsiloxy-3-methoxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene
CAS No.:170081-25-1
Molecular Formula:C₂₀H₃₄O₃Si
Molecular Weight:350.574
Hs Code.:

Synonyms:(2S,3S)-1-tert-butyldimethylsiloxy-3-methoxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene

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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 (2S,3S)-1-tert-butyldimethylsiloxy-3-methoxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene

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Technology Process of (2S,3S)-1-tert-butyldimethylsiloxy-3-methoxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene

There total 11 articles about (2S,3S)-1-tert-butyldimethylsiloxy-3-methoxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene 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: 98.0%

: 170081-24-0
(2S,3S)-1-tert-butyldimethylsiloxy-3-hydroxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene

: 74-88-4
methyl iodide

: 170081-25-1
(2S,3S)-1-tert-butyldimethylsiloxy-3-methoxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene

Guidance literature:: With potassium hydride; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1248/cpb.43.1111

Reference yield:

: 24680-50-0,71277-11-7,1963-36-6
4-methoxy-trans-cinnamaldehyde

: 170081-25-1
(2S,3S)-1-tert-butyldimethylsiloxy-3-methoxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene

Guidance literature:: Multi-step reaction with 7 steps

1: 42 percent / Zn / benzene / 1 h / Heating

2: 92 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / diethyl ether / 0.5 h / Ambient temperature

3: 14 percent / Zn(BH₄)2 / diethyl ether / 0 °C

4: 96 percent / LiBH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

6: 99 percent / imidazole / dimethylformamide / 1 h / 0 °C

7: 98 percent / KH / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; lithium borohydride; zinc(II) tetrahydroborate; potassium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1248/cpb.43.1111

Reference yield:

: 126753-78-4
methyl 5-(4-methoxyphenyl)-2-methyl-3-oxopent-4-enoate

: 170081-25-1
(2S,3S)-1-tert-butyldimethylsiloxy-3-methoxy-5-(4-methoxyphenyl)-2-methyl-(4E)-pentene

Guidance literature:: Multi-step reaction with 7 steps

1: 2 percent / Zn(BH₄)2 / diethyl ether / 0 °C

2: 96 percent / LiBH₄ / tetrahydrofuran / 0.25 h / Ambient temperature

3: 85 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / diethyl ether / 0.25 h / Ambient temperature

4: Zn(BH₄)2 / diethyl ether / 1 h / 0 °C

6: 99 percent / imidazole / dimethylformamide / 1 h / 0 °C

7: 98 percent / KH / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; lithium borohydride; zinc(II) tetrahydroborate; potassium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1248/cpb.43.1111