(E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal

Base Information

Chemical Name:(E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal
CAS No.:96720-41-1
Molecular Formula:C₁₈H₂₈O₂Si
Molecular Weight:304.505
Hs Code.:

Synonyms:(E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal

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Chemical Property of (E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal

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Technology Process of (E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal

There total 5 articles about (E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal 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:

: 3839-31-4
dimethyl(phenyl)silyllithium

: 96720-41-1
(E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / tetrahydrofuran / -100 °C

2: 87 percent / pyridine; benzene / 6 h / 0 - 25 °C

3: 1.) LDA, t-BuMe₂SiCl, TMEDA 2.) aq HCl / 1.) THF, -78 gradC to 25 gradC, 3 h 2.) 12 h

4: diethyl ether / 0 - 25 °C

5: 1.) LiAlH₄ 2.) CrO₃*2pyr / 1.) Et₂O, 0 gradC to 25 gradC 2.) CH₂Cl₂

With hydrogenchloride; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; dipyridine chromium trioxide; tert-butyldimethylsilyl chloride; lithium diisopropyl amide; In tetrahydrofuran; pyridine; diethyl ether; benzene;
DOI:10.1016/S0040-4039(00)98414-4

Reference yield:

: 96720-38-6
(E)-1-(phenyldimethylsilyl)-2-buten-1-ol

: 96720-41-1
(E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / pyridine; benzene / 6 h / 0 - 25 °C

2: 1.) LDA, t-BuMe₂SiCl, TMEDA 2.) aq HCl / 1.) THF, -78 gradC to 25 gradC, 3 h 2.) 12 h

3: diethyl ether / 0 - 25 °C

4: 1.) LiAlH₄ 2.) CrO₃*2pyr / 1.) Et₂O, 0 gradC to 25 gradC 2.) CH₂Cl₂

With hydrogenchloride; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; dipyridine chromium trioxide; tert-butyldimethylsilyl chloride; lithium diisopropyl amide; In pyridine; diethyl ether; benzene;
DOI:10.1016/S0040-4039(00)98414-4

Reference yield:

: 96720-39-7
5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl ester

: 96720-41-1
(E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA, t-BuMe₂SiCl, TMEDA 2.) aq HCl / 1.) THF, -78 gradC to 25 gradC, 3 h 2.) 12 h

2: diethyl ether / 0 - 25 °C

3: 1.) LiAlH₄ 2.) CrO₃*2pyr / 1.) Et₂O, 0 gradC to 25 gradC 2.) CH₂Cl₂

With hydrogenchloride; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; dipyridine chromium trioxide; tert-butyldimethylsilyl chloride; lithium diisopropyl amide; In diethyl ether;
DOI:10.1016/S0040-4039(00)98414-4