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

Base Information

Chemical Name:[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]methanol
CAS No.:913617-82-0
Molecular Formula:C₃₂H₄₀O₄Si
Molecular Weight:516.753
Hs Code.:

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

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

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

There total 8 articles about [5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]methanol 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: 53.0%

: 913617-80-8
2-[5-hydroxymethyl-4-(4-methoxybenzyloxy)-2-cyclopentenyl]ethanol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 913617-82-0
[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]methanol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 1h;
DOI:10.1016/j.tet.2006.08.068

Reference yield:

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

: 913617-82-0
[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]methanol

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

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

: 913617-82-0
[5-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2-(4-methoxybenzyloxy)-3-cyclopentenyl]methanol

Guidance literature:: Multi-step reaction with 6 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

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