[(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene

Base Information

Chemical Name:[(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene
CAS No.:537711-64-1
Molecular Formula:C₂₉H₅₄O₃Si₂
Molecular Weight:506.917
Hs Code.:

Synonyms:[(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene

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Chemical Property of [(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene

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Technology Process of [(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene

There total 9 articles about [(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-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: 96.0%

: 994-30-9
triethylsilyl chloride

: 537711-68-5
(E)-(2S,3R,8S)-8-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-non-6-en-3-ol

: 537711-64-1
[(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃;
DOI:10.1055/s-2003-37129

Reference yield:

: 1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hex-5-en-3-ol

: 537711-64-1
[(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 9 steps

1.1: 79 percent / imidazole / CH₂Cl₂ / 20 °C

2.1: H₃B*SMe₂ / tetrahydrofuran / 20 °C

2.2: 81 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 20 °C

3.1: 92 percent / Bu₃P / CH₂Cl₂ / 20 °C

4.1: 83 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 20 °C

5.1: LDA / tetrahydrofuran / 0 °C

5.2: 82 percent / tetrahydrofuran / 0 °C

6.1: 88 percent / DMAP; Et₃N / 20 °C

7.1: 82 percent / Na/Hg; NaH₂PO₄ / methanol / -20 °C

8.1: 75 percent / PPTS / methanol / 0 °C

9.1: 96 percent / imidazole / CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; sodium dihydrogenphosphate; sodium amalgam; tributylphosphine; dimethylsulfide borane complex; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2003-37129

Reference yield:

: 537711-56-1
(4R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-5-methyl-4-triethylsilanyloxy-hex-1-ene

: 537711-64-1
[(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 8 steps

1.1: H₃B*SMe₂ / tetrahydrofuran / 20 °C

1.2: 81 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 20 °C

2.1: 92 percent / Bu₃P / CH₂Cl₂ / 20 °C

3.1: 83 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 20 °C

4.1: LDA / tetrahydrofuran / 0 °C

4.2: 82 percent / tetrahydrofuran / 0 °C

5.1: 88 percent / DMAP; Et₃N / 20 °C

6.1: 82 percent / Na/Hg; NaH₂PO₄ / methanol / -20 °C

7.1: 75 percent / PPTS / methanol / 0 °C

8.1: 96 percent / imidazole / CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; sodium dihydrogenphosphate; sodium amalgam; tributylphosphine; dimethylsulfide borane complex; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2003-37129