(2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal

Base Information

Chemical Name:(2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal
CAS No.:216670-83-6
Molecular Formula:C₂₄H₄₀O₅Si
Molecular Weight:436.664
Hs Code.:

Synonyms:(2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal

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Chemical Property of (2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal

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Technology Process of (2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal

There total 9 articles about (2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal 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:

: 851889-71-9
(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

: 216670-83-6
(2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal

Guidance literature:: (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; With pyridine; ozone; In methanol; at -78 ℃;

With dimethylsulfide; In methanol; at -78 - 0 ℃;
DOI:10.1021/ja043168j

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

: 216670-83-6
(2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

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

2.2: dimethyl sulfide / methanol / -78 - 0 °C

With pyridine; 2,6-dimethylpyridine; ozone; In methanol; dichloromethane;
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

: 216670-83-6
(2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal

Guidance literature:: Multi-step reaction with 8 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

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

8.2: dimethyl sulfide / methanol / -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