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

Base Information

Chemical Name:(3E,5S,6S,7R,8R,9S)-6-hydroxy-8,10-[(R)-4-methoxybenzilidenedioxy]-5,7,9-trimethyldec-3-enoic acid methyl ester
CAS No.:851889-70-8
Molecular Formula:C₂₂H₃₂O₆
Molecular Weight:392.492
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 6 articles about (3E,5S,6S,7R,8R,9S)-6-hydroxy-8,10-[(R)-4-methoxybenzilidenedioxy]-5,7,9-trimethyldec-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:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

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

: 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

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
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

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

Guidance literature:: Multi-step reaction with 6 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

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:

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

: 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

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / TiCl₄ / CH₂Cl₂ / -78 - -30 °C

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

3: 4.8 g / p-toluenesulfonic acid / dimethylformamide / 5 h / 20 °C

With titanium tetrachloride; toluene-4-sulfonic acid; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja043168j