4-(tert-butyl-dimethyl-silanyloxy)-6-[1-(tert-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2H-pyran

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Chemical Name:4-(tert-butyl-dimethyl-silanyloxy)-6-[1-(tert-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2H-pyran
CAS No.:333335-32-3
Molecular Formula:C₄₂H₆₀O₇SSi₂
Molecular Weight:765.171
Hs Code.:

4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6-[1-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2<i>H</i>-pyran

Synonyms:4-(tert-butyl-dimethyl-silanyloxy)-6-[1-(tert-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2H-pyran

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Chemical Property of 4-(tert-butyl-dimethyl-silanyloxy)-6-[1-(tert-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2H-pyran

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Technology Process of 4-(tert-butyl-dimethyl-silanyloxy)-6-[1-(tert-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2H-pyran

There total 12 articles about 4-(tert-butyl-dimethyl-silanyloxy)-6-[1-(tert-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2H-pyran 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: 74.0%

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 333335-31-2
1-[(E)-(S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-hepta-4,6-diene-1-sulfonyl]-4-methyl-benzene

: 333335-32-3
4-(tert-butyl-dimethyl-silanyloxy)-6-[1-(tert-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2H-pyran

Guidance literature:: With boron trifluoride diethyl etherate; In diethyl ether; at -15 ℃; for 0.25h;
DOI:10.1055/s-2001-9717

Reference yield:

: 63305-65-7
3-((4-methylphenyl)sulfonyl)propanal

: 333335-32-3
4-(tert-butyl-dimethyl-silanyloxy)-6-[1-(tert-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 12 steps

1: 74 percent / NaH / tetrahydrofuran / 0 °C

2: 90 percent / DIBALH / diethyl ether / -70 °C

3: 84 percent / Ti(Oi-Pr)4; (-)-DIPT; t-BuOOH / 3 Angstroem molecular sieves / CH₂Cl₂

4: 73 percent / Ti(Oi-Pr)4 / CH₂Cl₂

5: p-TsOH / dimethylsulfoxide

6: DIBALH / diethyl ether / -70 °C

7: 92 percent / imidazole / CH₂Cl₂

8: 78 percent / CSA / methanol / 0 °C

9: aq. NaIO₄; n-Bu₄NIO₄ / methanol

10: NaH / tetrahydrofuran / 0 °C

11: 84 percent / Et₃N / 0 - 20 °C

12: 74 percent / BF₃*Et₂O / diethyl ether / 0.25 h / -15 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; tetrabutylammonium periodite; toluene-4-sulfonic acid; triethylamine; 3 A molecular sieve; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; 1: Wittig-Horner reaction / 3: Sharpless asymmetric epoxidation / 10: Wittig-Horner reaction / 12: Diels-Alder reaction;
DOI:10.1055/s-2001-9717

Reference yield:

: 333335-37-8
(E)-5-(Toluene-4-sulfonyl)-pent-2-en-1-ol

: 333335-32-3
4-(tert-butyl-dimethyl-silanyloxy)-6-[1-(tert-butyl-diphenyl-silanyloxy)-3-(toluene-4-sulfonyl)-propyl]-2-(dimethyl-[1,3]dioxolan-4-yl)-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 10 steps

1: 84 percent / Ti(Oi-Pr)4; (-)-DIPT; t-BuOOH / 3 Angstroem molecular sieves / CH₂Cl₂

2: 73 percent / Ti(Oi-Pr)4 / CH₂Cl₂

3: p-TsOH / dimethylsulfoxide

4: DIBALH / diethyl ether / -70 °C

5: 92 percent / imidazole / CH₂Cl₂

6: 78 percent / CSA / methanol / 0 °C

7: aq. NaIO₄; n-Bu₄NIO₄ / methanol

8: NaH / tetrahydrofuran / 0 °C

9: 84 percent / Et₃N / 0 - 20 °C

10: 74 percent / BF₃*Et₂O / diethyl ether / 0.25 h / -15 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; tetrabutylammonium periodite; toluene-4-sulfonic acid; triethylamine; 3 A molecular sieve; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; 1: Sharpless asymmetric epoxidation / 8: Wittig-Horner reaction / 10: Diels-Alder reaction;
DOI:10.1055/s-2001-9717