{(E)-3-[(4S,5S)-2-(4-Methoxy-phenyl)-4-pentyl-[1,3]dioxan-5-yl]-2-methyl-propenyl}-trimethyl-silane

Base Information

Chemical Name:{(E)-3-[(4S,5S)-2-(4-Methoxy-phenyl)-4-pentyl-[1,3]dioxan-5-yl]-2-methyl-propenyl}-trimethyl-silane
CAS No.:327165-57-1
Molecular Formula:C₂₃H₃₈O₃Si
Molecular Weight:390.638
Hs Code.:

Synonyms:{(E)-3-[(4S,5S)-2-(4-Methoxy-phenyl)-4-pentyl-[1,3]dioxan-5-yl]-2-methyl-propenyl}-trimethyl-silane

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Chemical Property of {(E)-3-[(4S,5S)-2-(4-Methoxy-phenyl)-4-pentyl-[1,3]dioxan-5-yl]-2-methyl-propenyl}-trimethyl-silane

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Technology Process of {(E)-3-[(4S,5S)-2-(4-Methoxy-phenyl)-4-pentyl-[1,3]dioxan-5-yl]-2-methyl-propenyl}-trimethyl-silane

There total 8 articles about {(E)-3-[(4S,5S)-2-(4-Methoxy-phenyl)-4-pentyl-[1,3]dioxan-5-yl]-2-methyl-propenyl}-trimethyl-silane 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: 95.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 327165-56-0
(1E,4R,5S)-5-hydroxy-2-methyl-4-hydroxymethyl-1-trimethylsilyl-1-decene

: 327165-57-1
{(E)-3-[(4S,5S)-2-(4-Methoxy-phenyl)-4-pentyl-[1,3]dioxan-5-yl]-2-methyl-propenyl}-trimethyl-silane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 23 ℃; for 3h;
DOI:10.1021/ol0069610

Reference yield:

: 120417-01-8
<1-(acetyloxy)-2-methyl-2-propenyl>trimethylsilane

: 327165-57-1
{(E)-3-[(4S,5S)-2-(4-Methoxy-phenyl)-4-pentyl-[1,3]dioxan-5-yl]-2-methyl-propenyl}-trimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 23.4 g / (i-Pr)2NEt / CH₂Cl₂ / 72 h / 23 °C

2: TMSOK / tetrahydrofuran / 18 h / 20 °C

3: tetrahydrofuran / 1 h / 20 °C

4: 8.80 g / tetrahydrofuran; various solvent(s) / 2 h / -78 - 23 °C

5: 97 percent / Bu₂BOTf; Et₃N / CH₂Cl₂ / 3 h / -78 - 0 °C

6: 78 percent / NaBH₄ / tetrahydrofuran; H₂O / 8 h / 23 °C

7: 95 percent / PPTS / CH₂Cl₂ / 3 h / 23 °C

With sodium tetrahydroborate; di-n-butylboryl trifluoromethanesulfonate; potassium trimethylsilonate; pyridinium p-toluenesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; 1: Ireland-ester Claisen rearrangement;
DOI:10.1021/ol0069610

Reference yield:

: 66-25-1
hexanal

: 327165-57-1
{(E)-3-[(4S,5S)-2-(4-Methoxy-phenyl)-4-pentyl-[1,3]dioxan-5-yl]-2-methyl-propenyl}-trimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / Bu₂BOTf; Et₃N / CH₂Cl₂ / 3 h / -78 - 0 °C

2: 78 percent / NaBH₄ / tetrahydrofuran; H₂O / 8 h / 23 °C

3: 95 percent / PPTS / CH₂Cl₂ / 3 h / 23 °C

With sodium tetrahydroborate; di-n-butylboryl trifluoromethanesulfonate; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol0069610