[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]acetaldehyde

Base Information

Chemical Name:[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]acetaldehyde
CAS No.:913617-66-0
Molecular Formula:C₃₃H₄₀O₄Si
Molecular Weight:528.764
Hs Code.:

Synonyms:[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]acetaldehyde

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Chemical Property of [5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]acetaldehyde

Chemical Property:

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Technology Process of [5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]acetaldehyde

There total 11 articles about [5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]acetaldehyde 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:

: tert-Butyl-{2-[(1S,4R,5S)-4-(4-methoxy-benzyloxy)-5-((E)-2-methoxy-vinyl)-cyclopent-2-enyl]-ethoxy}-diphenyl-silane

: 913617-66-0
[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]acetaldehyde

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2006.08.068

Reference yield:

: 913617-64-8
(4R)-4-vinyltetrahydropyran-2-one

: 913617-66-0
[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]acetaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: dibutylboron trifluoromethane sulfonate; diisopropylethylamine / CH₂Cl₂ / 2 h / -78 °C

1.2: 80 percent / CH₂Cl₂ / 1 h / -78 °C

2.1: camphorsulfonic acid / CH₂Cl₂; cyclohexane / 24 h / 20 °C

3.1: 839.5 mg / LiAlH₄ / diethyl ether / 2 h / 20 °C

4.1: 78 percent / benzylidene-bis(tricyclohexylphosphine)dichlororuthenium / toluene / 1.5 h / 50 °C

5.1: 53 percent / imidazole / dimethylformamide / 1 h / 0 °C

6.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

7.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / 20 °C

8.1: 127 mg / p-toluenesulfonic acid / acetone / 1 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; Dess-Martin periodane; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; acetone; toluene; 1.1: Mukaiyama aldol reaction / 1.2: Mukaiyama aldol reaction / 7.1: Wittig reaction;
DOI:10.1016/j.tet.2006.08.068

Reference yield:

: (R)-3-(2-Hydroxy-ethyl)-pent-4-enoic acid

: 913617-66-0
[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]acetaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1.54 g / camphorsulfonic acid / benzene / 15 h / Heating

2.1: dibutylboron trifluoromethane sulfonate; diisopropylethylamine / CH₂Cl₂ / 2 h / -78 °C

2.2: 80 percent / CH₂Cl₂ / 1 h / -78 °C

3.1: camphorsulfonic acid / CH₂Cl₂; cyclohexane / 24 h / 20 °C

4.1: 839.5 mg / LiAlH₄ / diethyl ether / 2 h / 20 °C

5.1: 78 percent / benzylidene-bis(tricyclohexylphosphine)dichlororuthenium / toluene / 1.5 h / 50 °C

6.1: 53 percent / imidazole / dimethylformamide / 1 h / 0 °C

7.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

8.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / 20 °C

9.1: 127 mg / p-toluenesulfonic acid / acetone / 1 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; Dess-Martin periodane; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; camphor-10-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; acetone; toluene; benzene; 2.1: Mukaiyama aldol reaction / 2.2: Mukaiyama aldol reaction / 8.1: Wittig reaction;
DOI:10.1016/j.tet.2006.08.068