3-[2-(1-hydroxy-2-methylallyl)-5-triisopropylsilanyloxymethylphenyl]-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dien-1-ol

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Chemical Name:3-[2-(1-hydroxy-2-methylallyl)-5-triisopropylsilanyloxymethylphenyl]-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dien-1-ol
CAS No.:337511-04-3
Molecular Formula:C₃₄H₅₀O₅Si
Molecular Weight:566.853
Hs Code.:

Synonyms:3-[2-(1-hydroxy-2-methylallyl)-5-triisopropylsilanyloxymethylphenyl]-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dien-1-ol

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Chemical Property of 3-[2-(1-hydroxy-2-methylallyl)-5-triisopropylsilanyloxymethylphenyl]-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dien-1-ol

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Technology Process of 3-[2-(1-hydroxy-2-methylallyl)-5-triisopropylsilanyloxymethylphenyl]-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dien-1-ol

There total 8 articles about 3-[2-(1-hydroxy-2-methylallyl)-5-triisopropylsilanyloxymethylphenyl]-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dien-1-ol 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: 88.0%

: 13291-18-4
isopropenylmagnesium bromide

: 337511-03-2
3-[2-(4-methoxy-benzyloxymethyl)-buta-1,3-dienyl]-5-triisopropylsilanyloxymethyl-1,3-dihydroisobenzofuran-1-ol

: 337511-04-3
3-[2-(1-hydroxy-2-methylallyl)-5-triisopropylsilanyloxymethylphenyl]-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dien-1-ol

Guidance literature:: In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.5555/ol015559y

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 337511-04-3
3-[2-(1-hydroxy-2-methylallyl)-5-triisopropylsilanyloxymethylphenyl]-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dien-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 91 percent / imidazole / dimethylformamide / 1 h / 21 °C

2.1: s-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 68 percent / tetrahydrofuran / 0.42 h / -78 °C

3.1: s-BuLi; TMEDA / tetrahydrofuran / 0.25 h / -78 °C

3.2: 88 percent / tetrahydrofuran / 15 h / -78 °C

4.1: s-BuLi / tetrahydrofuran / 0.05 h / -78 °C

4.2: 85 percent / -78 - 0 °C

5.1: 70 percent / p-TsOH / tetrahydrofuran / 3 h / 10 - 15 °C

6.1: 93 percent / DIBALH / toluene / 3 h / -78 °C

7.1: 88 percent / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.5555/ol015559y

Reference yield:

: 873-75-6
4-bromobenzenemethanol

: 337511-04-3
3-[2-(1-hydroxy-2-methylallyl)-5-triisopropylsilanyloxymethylphenyl]-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dien-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 91 percent / imidazole / dimethylformamide / 1 h / 21 °C

2.1: s-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 68 percent / tetrahydrofuran / 0.42 h / -78 °C

3.1: s-BuLi; TMEDA / tetrahydrofuran / 0.25 h / -78 °C

3.2: 88 percent / tetrahydrofuran / 15 h / -78 °C

4.1: s-BuLi / tetrahydrofuran / 0.05 h / -78 °C

4.2: 85 percent / -78 - 0 °C

5.1: 70 percent / p-TsOH / tetrahydrofuran / 3 h / 10 - 15 °C

6.1: 93 percent / DIBALH / toluene / 3 h / -78 °C

7.1: 88 percent / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.5555/ol015559y