methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-(isopropylidenedioxy)-5,7,9-trimethyl-3-decenoate

Base Information

Chemical Name:methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-(isopropylidenedioxy)-5,7,9-trimethyl-3-decenoate
CAS No.:251099-23-7
Molecular Formula:C₃₃H₄₈O₅Si
Molecular Weight:552.827
Hs Code.:

Synonyms:methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-(isopropylidenedioxy)-5,7,9-trimethyl-3-decenoate

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Chemical Property of methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-(isopropylidenedioxy)-5,7,9-trimethyl-3-decenoate

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Technology Process of methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-(isopropylidenedioxy)-5,7,9-trimethyl-3-decenoate

There total 10 articles about methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-(isopropylidenedioxy)-5,7,9-trimethyl-3-decenoate 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: 99.0%

: 77-76-9
2,2-dimethoxy-propane

: 251099-21-5
methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-dihydroxy-5,7,9-trimethyl-3-decenoate

: 251099-23-7
methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-(isopropylidenedioxy)-5,7,9-trimethyl-3-decenoate

Guidance literature:: toluene-4-sulfonic acid; at 20 ℃; for 0.75h;
DOI:10.1021/ja020853m

Reference yield:

: 184528-56-1
(2S,3R,4S)-3,5-O-[bis-(1,1-dimethylethyl)silylene]-2,4-dimethylpropionaldehyde

: 251099-23-7
methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-(isopropylidenedioxy)-5,7,9-trimethyl-3-decenoate

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / TiCl₄ / CH₂Cl₂ / -78 - -30 °C

2: HF*pyridine; pyridine / tetrahydrofuran / 1 h / 0 °C

3: 2.29 g / imidazole / dimethylformamide / 4 h / 20 °C

4: 99 percent / p-toluenesulfonic acid monohydrate / 0.75 h / 20 °C

With pyridine; 1H-imidazole; titanium tetrachloride; pyridine hydrogenfluoride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja020853m

Reference yield:

: 184528-51-6
(5R,6S,7S)-(E)-methyl-8-[(tert-butyldiphenylsilyl)oxy]-6-hydroxy-5,7-dimethyl-3-octenoate

: 251099-23-7
methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-(isopropylidenedioxy)-5,7,9-trimethyl-3-decenoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / aq. HCl / methanol / 20 °C

2.1: 2,4-lutidine / CH₂Cl₂ / -78 °C

3.1: O₃ / methanol; pyridine

3.2: Me₂S / methanol; pyridine

4.1: 87 percent / TiCl₄ / CH₂Cl₂ / -78 - -30 °C

5.1: HF*pyridine; pyridine / tetrahydrofuran / 1 h / 0 °C

6.1: 2.29 g / imidazole / dimethylformamide / 4 h / 20 °C

7.1: 99 percent / p-toluenesulfonic acid monohydrate / 0.75 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; 2,4-lutidine; titanium tetrachloride; pyridine hydrogenfluoride; ozone; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja020853m