5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal

Base Information

Chemical Name:5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal
CAS No.:656240-41-4
Molecular Formula:C₃₀H₃₈O₄Si
Molecular Weight:490.715
Hs Code.:

5-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal

Synonyms:5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal

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Chemical Property of 5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal

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Technology Process of 5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal

There total 11 articles about 5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal 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: 94.0%

: 656240-40-3
5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentan-1-ol

: 656240-41-4
5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 25 ℃; for 0.333333h;
DOI:10.1055/s-2003-42097

Reference yield:

: 656240-50-5
4-iodo-2-methoxymethoxy-1-methyl-benzene

: 656240-41-4
5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal

Guidance literature:: Multi-step reaction with 9 steps

1.1: 97 percent / Et₃N; CuI / (PPh₃)2PdCl₂ / benzene / 1 h / 25 °C

2.1: 91 percent / LiAlH₄ / tetrahydrofuran / 1 h / 25 °C

3.1: 100 percent / Hg(OCOCF₃)2 / 19 h / Heating

4.1: 87 percent / i-Bu₃Al / CH₂Cl₂ / 0.5 h / 25 °C

5.1: BH₃*SMe₂ / tetrahydrofuran / 25 °C

5.2: 91 percent / aq. NaOH; H₂O₂ / 2 h / 25 °C

6.1: 53 percent / lipase AK / benzene / 17 h / 25 °C

7.1: 100 percent / imidazole; 4-DMAP / CH₂Cl₂ / 0.33 h / 25 °C

8.1: 100 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / 25 °C

9.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 25 °C

With 1H-imidazole; dmap; copper(l) iodide; lithium aluminium tetrahydride; lipase AK; dimethylsulfide borane complex; triisobutylaluminum; mercury(II) trifluoroacetate; Dess-Martin periodane; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; benzene; 1.1: Sonogashira coupling / 4.1: Claisen rearrangement;
DOI:10.1055/s-2003-42097

Reference yield:

: (E)-3-(3-Methoxymethoxy-4-methyl-phenyl)-prop-2-en-1-ol

: 656240-41-4
5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanal

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / Hg(OCOCF₃)2 / 19 h / Heating

2.1: 87 percent / i-Bu₃Al / CH₂Cl₂ / 0.5 h / 25 °C

3.1: BH₃*SMe₂ / tetrahydrofuran / 25 °C

3.2: 91 percent / aq. NaOH; H₂O₂ / 2 h / 25 °C

4.1: 53 percent / lipase AK / benzene / 17 h / 25 °C

5.1: 100 percent / imidazole; 4-DMAP / CH₂Cl₂ / 0.33 h / 25 °C

6.1: 100 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / 25 °C

7.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 25 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; lipase AK; dimethylsulfide borane complex; triisobutylaluminum; mercury(II) trifluoroacetate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; benzene; 2.1: Claisen rearrangement;
DOI:10.1055/s-2003-42097