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

Base Information

Chemical Name:methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-dihydroxy-5,7,9-trimethyl-3-decenoate
CAS No.:251099-21-5
Molecular Formula:C₃₀H₄₄O₅Si
Molecular Weight:512.762
Hs Code.:

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

There total 8 articles about methyl-(5S,6S,7R,8R,9S)-(E)-10-(tert-butyldiphenylsilyloxy)-6,8-dihydroxy-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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 851889-69-5
(E)-(5S,6S,7R,8R,9S)-6,8,10-Trihydroxy-5,7,9-trimethyl-dec-3-enoic acid methyl ester

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

Guidance literature:: With Imd;
DOI:10.1021/ja992370x

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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