(E)-(5S,6S,7S)-7-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5-methyl-6-triethylsilanyloxy-oct-3-enoic acid methyl ester

Base Information

Chemical Name:(E)-(5S,6S,7S)-7-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5-methyl-6-triethylsilanyloxy-oct-3-enoic acid methyl ester
CAS No.:851889-71-9
Molecular Formula:C₂₈H₄₆O₆Si
Molecular Weight:506.755
Hs Code.:

Synonyms:(E)-(5S,6S,7S)-7-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5-methyl-6-triethylsilanyloxy-oct-3-enoic acid methyl ester

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Chemical Property of (E)-(5S,6S,7S)-7-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5-methyl-6-triethylsilanyloxy-oct-3-enoic acid methyl ester

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Technology Process of (E)-(5S,6S,7S)-7-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5-methyl-6-triethylsilanyloxy-oct-3-enoic acid methyl ester

There total 8 articles about (E)-(5S,6S,7S)-7-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5-methyl-6-triethylsilanyloxy-oct-3-enoic acid methyl ester 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:

: 851889-70-8
(3E,5S,6S,7R,8R,9S)-6-hydroxy-8,10-[(R)-4-methoxybenzilidenedioxy]-5,7,9-trimethyldec-3-enoic acid methyl ester

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 851889-71-9
(E)-(5S,6S,7S)-7-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5-methyl-6-triethylsilanyloxy-oct-3-enoic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 - 0 ℃;
DOI:10.1021/ja043168j

Reference yield:

: (E)-(5R,6R,7S)-8-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5,7-dimethyl-oct-3-enoic acid methyl ester

: 851889-71-9
(E)-(5S,6S,7S)-7-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5-methyl-6-triethylsilanyloxy-oct-3-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 4.8 g / HCl / methanol / 3 h

2.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 20 °C

3.1: ozone; pyridine / methanol / -78 °C

3.2: 92 percent / dimethyl sulfide / methanol / -78 - 20 °C

4.1: 85 percent / TiCl₄ / CH₂Cl₂ / -78 - -30 °C

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

6.1: 4.8 g / p-toluenesulfonic acid / dimethylformamide / 5 h / 20 °C

7.1: 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; titanium tetrachloride; toluene-4-sulfonic acid; pyridine hydrogenfluoride; ozone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja043168j

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 851889-71-9
(E)-(5S,6S,7S)-7-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5-methyl-6-triethylsilanyloxy-oct-3-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 4.8 g / p-toluenesulfonic acid / dimethylformamide / 5 h / 20 °C

2: 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

With 2,6-dimethylpyridine; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja043168j