6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one

Base Information

Chemical Name:6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one
CAS No.:916771-79-4
Molecular Formula:C₂₈H₃₆O₃Si
Molecular Weight:448.678
Hs Code.:

6-[4-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one

Synonyms:6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one

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Chemical Property of 6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one

Chemical Property:

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Technology Process of 6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one

There total 15 articles about 6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one 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: 97.0%

: 916771-65-8
6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-4-hydroxy-tetrahydro-pyran-2-one

: 916771-79-4
6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1016/j.tetlet.2006.09.104

Reference yield:

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

: 916771-79-4
6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 13 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

With 1H-imidazole; sodium hydroxide; titanium tetrachloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; 3: Sakurai reaction / 8: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.09.104

Reference yield:

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

: 916771-79-4
6-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-pent-4-enyl]-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 12 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

With 1H-imidazole; sodium hydroxide; titanium tetrachloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 2: Sakurai reaction / 7: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.09.104