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

Base Information

Chemical Name:1-[(E)-(S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-hepta-4,6-diene-1-sulfonyl]-4-methyl-benzene
CAS No.:333335-31-2
Molecular Formula:C₃₆H₅₀O₄SSi₂
Molecular Weight:635.028
Hs Code.:

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

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Chemical Property of 1-[(E)-(S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-hepta-4,6-diene-1-sulfonyl]-4-methyl-benzene

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Technology Process of 1-[(E)-(S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-hepta-4,6-diene-1-sulfonyl]-4-methyl-benzene

There total 11 articles about 1-[(E)-(S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-hepta-4,6-diene-1-sulfonyl]-4-methyl-benzene 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: 84.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: (E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-(toluene-4-sulfonyl)-hept-3-en-2-one

: 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

Guidance literature:: With triethylamine; at 0 - 20 ℃;
DOI:10.1055/s-2001-9717

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 11 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

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; camphor-10-sulfonic acid; 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;
DOI:10.1055/s-2001-9717

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 9 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

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; camphor-10-sulfonic acid; 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;
DOI:10.1055/s-2001-9717