(1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene

Base Information

Chemical Name:(1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene
CAS No.:479673-25-1
Molecular Formula:C₃₃H₆₀O₄Si₂
Molecular Weight:577.008
Hs Code.:

(1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene

Synonyms:(1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene

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Chemical Property of (1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene

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Technology Process of (1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene

There total 16 articles about (1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene 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:

: 94397-40-7
(1-bromoallyl)trimethylsilane

: 565229-70-1
(2R,3S,4R,5R)-3,8-bis(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2,4-dimethyloctanal

: 479673-25-1
(1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene

Guidance literature:: (1-bromoallyl)trimethylsilane; (2R,3S,4R,5R)-3,8-bis(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2,4-dimethyloctanal; With chromium dichloride; In tetrahydrofuran; at 20 ℃; for 14h;

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2.25h;

Reference yield:

: (5S,6S,7S,8R)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-3-trimethylsilanyl-undec-1-en-4-ol

: 479673-25-1
(1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2.25h;
DOI:10.1021/jm0204136

Reference yield:

: 87184-99-4
4-tert-butyldimethylsilyloxybutan-1-ol

: 479673-25-1
(1R,2R,3S,4S,5Z)-1-{3-(tert-butyldimethylsilanyloxy)-1-[3-(tert-butyldimethylsilanyloxy)propyl]-2,4-dimethylocta-5,7-dienyloxymethyl}-4-methoxybenzene

Guidance literature:: Multi-step reaction with 12 steps

1.1: 95 percent / pyridinium sulfur trioxide

2.1: 95 percent / lithium borohydride / methanol; tetrahydrofuran / 2.33 h / 0 - 20 °C

3.1: 72 percent / pyridinium p-toluenesulfonate / benzene / 15 h / Heating

4.1: diisobutylaluminum hydride / tetrahydrofuran; CH₂Cl₂ / 1 h / 0 °C

5.1: pyridinium sulfur trioxide; diisopropylethylamine / dimethylsulfoxide; CH₂Cl₂ / 1 h / 20 °C

6.1: LDA / tetrahydrofuran / 1 h / -78 °C

6.2: 73 percent / tetrahydrofuran / 2 h / -78 - 20 °C

7.1: 2,6-lutidine / CH₂Cl₂ / 2 h / 20 °C

8.1: 997 mg / diisobutylaluminum hydride / tetrahydrofuran; CH₂Cl₂ / 1 h / 0 °C

9.1: pyridinium sulfur trioxide; diisopropylethylamine / dimethylsulfoxide; CH₂Cl₂ / 1 h / 20 °C

10.1: CrCl₂ / tetrahydrofuran / 14 h / 20 °C

11.1: 622 mg / NaH / tetrahydrofuran / 2.25 h / 0 - 20 °C

With 2,6-dimethylpyridine; chromium dichloride; lithium borohydride; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; benzene; 2.1: Evans syn-aldol condensation / 7.2: Heathcock's aldol reaction / 11.1: Nozaki-Hiyama reaction;
DOI:10.1021/jm0204136