[(2E,4E)-7-Benzyloxymethyl-9-(2-methyl-[1,3]dioxolan-2-yl)-nona-2,4-dienyloxy]-tert-butyl-dimethyl-silane

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Chemical Name:[(2E,4E)-7-Benzyloxymethyl-9-(2-methyl-[1,3]dioxolan-2-yl)-nona-2,4-dienyloxy]-tert-butyl-dimethyl-silane
CAS No.:115349-67-2
Molecular Formula:C₂₇H₄₄O₄Si
Molecular Weight:460.729
Hs Code.:

Synonyms:[(2E,4E)-7-Benzyloxymethyl-9-(2-methyl-[1,3]dioxolan-2-yl)-nona-2,4-dienyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(2E,4E)-7-Benzyloxymethyl-9-(2-methyl-[1,3]dioxolan-2-yl)-nona-2,4-dienyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(2E,4E)-7-Benzyloxymethyl-9-(2-methyl-[1,3]dioxolan-2-yl)-nona-2,4-dienyloxy]-tert-butyl-dimethyl-silane

There total 11 articles about [(2E,4E)-7-Benzyloxymethyl-9-(2-methyl-[1,3]dioxolan-2-yl)-nona-2,4-dienyloxy]-tert-butyl-dimethyl-silane 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: 92.0%

: 100-39-0
benzyl bromide

: 115349-66-1
(4E,6E)-8-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-octa-4,6-dien-1-ol

: 115349-67-2
[(2E,4E)-7-Benzyloxymethyl-9-(2-methyl-[1,3]dioxolan-2-yl)-nona-2,4-dienyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; for 17h; Ambient temperature;
DOI:10.1016/S0040-4039(00)96701-7

Reference yield:

: 115349-61-6
ethyl (2E,4E)-6-[(tetrahydro-2H-pyran-2-yl)oxy]hexa-2,4-dienoate

: 115349-67-2
[(2E,4E)-7-Benzyloxymethyl-9-(2-methyl-[1,3]dioxolan-2-yl)-nona-2,4-dienyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / PPTS, CF₃COOH / methanol / 2.5 h / Ambient temperature

2: imidazole / tetrahydrofuran / 1 h / Ambient temperature

3: Dibal-H / CH₂Cl₂ / 0.75 h / -78 °C

4: 85 percent / LiCl, collidine, CH₃SO₂Cl / dimethylformamide / 1h at 0 degC then 1h at room temperature

5: 1.) NaH / 1.) THF, 1h, 0 degC to room temperature; 2.) THF/DMF, 12h, 0 degC to room temperature

6: 61 percent / LiCl / dimethylformamide; H₂O / 2.5 h / 165 °C

7: 82 percent / Dibal-H / CH₂Cl₂ / 0.5 h / -78 °C

8: 92 percent / NaH / tetrahydrofuran; dimethylformamide / 17 h / Ambient temperature

With 1H-imidazole; 2,3,5-trimethyl-pyridine; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)96701-7

Reference yield:

: 59104-44-8
2-(3-oxo-butyl)malonic acid dimethyl ester

: 115349-67-2
[(2E,4E)-7-Benzyloxymethyl-9-(2-methyl-[1,3]dioxolan-2-yl)-nona-2,4-dienyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / benzene / 18 h / Heating

2: 1) NaH / 1) THF, DMF, rt, 1 h, 2) 12 h, rt

3: 61 percent / LiCl, H₂O / dimethylformamide / 2.5 h / 165 °C

4: 82 percent / DIBAH / CH₂Cl₂; hexane / 0.5 h / -78 °C

5: 1) NaH / 1) THF, DMF, rt, 1 h, 2) rt, 17 h

With water; sodium hydride; diisobutylaluminium hydride; lithium chloride; toluene-4-sulfonic acid; In hexane; dichloromethane; N,N-dimethyl-formamide; benzene;