{6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2H-pyran-2-yl}-acetaldehyde

Base Information

Chemical Name:{6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2H-pyran-2-yl}-acetaldehyde
CAS No.:916771-66-9
Molecular Formula:C₃₀H₄₀O₃Si
Molecular Weight:476.731
Hs Code.:

{6-[4-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2<i>H</i>-pyran-2-yl}-acetaldehyde

Synonyms:{6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2H-pyran-2-yl}-acetaldehyde

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Chemical Property of {6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2H-pyran-2-yl}-acetaldehyde

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Technology Process of {6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2H-pyran-2-yl}-acetaldehyde

There total 18 articles about {6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2H-pyran-2-yl}-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: 75.0%

: 916771-80-7
tert-butyl-{2-[3-(6-ethoxy-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-allyloxy}-diphenyl-silane

: 66031-93-4
tert-butyldimethylsilyl vinyl ether

: 916771-66-9
{6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2H-pyran-2-yl}-acetaldehyde

Guidance literature:: With lithium perchlorate; In ethyl acetate; at 20 ℃;
DOI:10.1016/j.tetlet.2006.09.104

Reference yield:

: 913253-38-0
2-(((tert-butyldiphenylsilyl)oxy)methyl)allyl methanesulfonate

: 916771-66-9
{6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2H-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 16 steps

1: LiCl / acetone / 45 °C

2: 87 percent / Mg / tetrahydrofuran / Heating

3: 91 percent / TiCl₄ / CH₂Cl₂ / -78 °C

4: 83 percent / DIBAH / toluene / -78 °C

5: LDA / tetrahydrofuran / -100 °C

6: 98 percent / imidazole / CH₂Cl₂ / 20 °C

7: 92 percent / DIBAH / tetrahydrofuran / -78 °C

8: 99 percent / 0 °C

9: LDA / tetrahydrofuran / 4 h / -100 °C

10: 99 percent / TFA / H₂O / 0.83 h / 20 °C

11: NaOH / methanol / 1.33 h / 20 °C

12: p-TsOH / CH₂Cl₂ / 1.42 h / 20 °C

13: 97 percent / NEt₃; MsCl / CH₂Cl₂ / 0 °C

14: DIBAH / toluene / -78 °C

15: CSA / 20 °C

16: 75 percent / LiClO₄ / ethyl acetate / 20 °C

With 1H-imidazole; sodium hydroxide; camphor-10-sulfonic acid; lithium perchlorate; titanium tetrachloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetone; toluene; 3: Sakurai reaction / 8: Dess-Martin oxidation / 16: Mulzer's enol ether method;
DOI:10.1016/j.tetlet.2006.09.104

Reference yield:

: 916771-73-8
tert-butyl-(2-chloromethyl-allyloxy)-diphenyl-silane

: 916771-66-9
{6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-2H-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 15 steps

1: 87 percent / Mg / tetrahydrofuran / Heating

2: 91 percent / TiCl₄ / CH₂Cl₂ / -78 °C

3: 83 percent / DIBAH / toluene / -78 °C

4: LDA / tetrahydrofuran / -100 °C

5: 98 percent / imidazole / CH₂Cl₂ / 20 °C

6: 92 percent / DIBAH / tetrahydrofuran / -78 °C

7: 99 percent / 0 °C

8: LDA / tetrahydrofuran / 4 h / -100 °C

9: 99 percent / TFA / H₂O / 0.83 h / 20 °C

10: NaOH / methanol / 1.33 h / 20 °C

11: p-TsOH / CH₂Cl₂ / 1.42 h / 20 °C

12: 97 percent / NEt₃; MsCl / CH₂Cl₂ / 0 °C

13: DIBAH / toluene / -78 °C

14: CSA / 20 °C

15: 75 percent / LiClO₄ / ethyl acetate / 20 °C

With 1H-imidazole; sodium hydroxide; camphor-10-sulfonic acid; lithium perchlorate; titanium tetrachloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene; 2: Sakurai reaction / 7: Dess-Martin oxidation / 15: Mulzer's enol ether method;
DOI:10.1016/j.tetlet.2006.09.104