tert-Butyl-{(1R,2S)-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

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Chemical Name:tert-Butyl-{(1R,2S)-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane
CAS No.:607737-24-6
Molecular Formula:C₂₄H₄₂O₃Si
Molecular Weight:406.681
Hs Code.:

Synonyms:tert-Butyl-{(1R,2S)-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

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Chemical Property of tert-Butyl-{(1R,2S)-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{(1R,2S)-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

There total 9 articles about tert-Butyl-{(1R,2S)-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-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: 92.0%

: 24470-78-8
isopropyltriphenylphosphonium iodide

: 212703-47-4
2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-[(4-methoxyphenyl)-methyl]-2,4-dimethyl-L-arabinose

: 607737-24-6
tert-Butyl-{(1R,2S)-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

Guidance literature:: isopropyltriphenylphosphonium iodide; With sodium hexamethyldisilazane; In toluene; at 20 ℃; for 0.25h;

2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-[(4-methoxyphenyl)-methyl]-2,4-dimethyl-L-arabinose; In toluene; at -78 - 20 ℃; for 0.833333h; Further stages.;
DOI:10.1021/ja0015287

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 607737-24-6
tert-Butyl-{(1R,2S)-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h

2.1: 100 percent / DIBAL / tetrahydrofuran; hexane / 3.5 h / -78 °C

3.1: NaHMDS / toluene / 0.25 h / 20 °C

3.2: 92 percent / toluene / 0.83 h / -78 - 20 °C

With 2,6-dimethylpyridine; sodium hexamethyldisilazane; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; toluene; 1.1: silylation / 2.1: Reduction / 3.1: Metallation / 3.2: Condensation;
DOI:10.1021/ja0015287

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 607737-24-6
tert-Butyl-{(1R,2S)-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 - -8 °C

1.2: 63 percent / H₂O₂ / methanol / 10 h / 20 °C

2.1: AlMe₃ / tetrahydrofuran; hexane / 0 - 20 °C

2.2: 98 percent / tetrahydrofuran; hexane / 2.5 h / -20 °C

3.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h

4.1: 100 percent / DIBAL / tetrahydrofuran; hexane / 3.5 h / -78 °C

5.1: NaHMDS / toluene / 0.25 h / 20 °C

5.2: 92 percent / toluene / 0.83 h / -78 - 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; sodium hexamethyldisilazane; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; 1.1: Evans aldol condensation / 1.2: Evans aldol condensation / 2.1: Metallation / 2.2: Substitution / 3.1: silylation / 4.1: Reduction / 5.1: Metallation / 5.2: Condensation;
DOI:10.1021/ja0015287