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

Base Information

Chemical Name:5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanoic acid
CAS No.:656240-42-5
Molecular Formula:C₃₀H₃₈O₅Si
Molecular Weight:506.714
Hs Code.:

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

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

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

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

There total 12 articles about 5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanoic acid 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: 100.0%

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

: 656240-42-5
5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanoic acid

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; at 25 ℃; for 19h;
DOI:10.1055/s-2003-42097

Reference yield:

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

: 656240-42-5
5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanoic acid

Guidance literature:: Multi-step reaction with 10 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

10.1: 100 percent / PDC / dimethylformamide / 19 h / 25 °C

With 1H-imidazole; dmap; copper(l) iodide; lithium aluminium tetrahydride; dipyridinium dichromate; lipase AK; dimethylsulfide borane complex; triisobutylaluminum; mercury(II) trifluoroacetate; Dess-Martin periodane; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 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

: 656240-42-5
5-(tert-butyl-diphenyl-silanyloxy)-3-(3-methoxymethoxy-4-methyl-phenyl)-pentanoic acid

Guidance literature:: Multi-step reaction with 8 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

8.1: 100 percent / PDC / dimethylformamide / 19 h / 25 °C

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