ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R,3S)-dihydroxy-propionate

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Chemical Name:ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R,3S)-dihydroxy-propionate
CAS No.:918896-53-4
Molecular Formula:C₁₉H₃₂O₆Si
Molecular Weight:384.545
Hs Code.:

Synonyms:ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R,3S)-dihydroxy-propionate

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Chemical Property of ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R,3S)-dihydroxy-propionate

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Technology Process of ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R,3S)-dihydroxy-propionate

There total 8 articles about ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R,3S)-dihydroxy-propionate 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: 90.0%

: 918896-50-1
ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(E)-2-propionate

: 918896-53-4
ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R,3S)-dihydroxy-propionate

Guidance literature:: ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(E)-2-propionate; With AD-mix-α; In water; tert-butyl alcohol; at 20 ℃; for 12h;

With sodium sulfite; In water; tert-butyl alcohol; at 0 ℃;
DOI:10.1016/j.tet.2006.09.056

Reference yield:

: 808750-22-3
3-bromo-4-methoxy-5-methyl benzaldehyde

: 918896-53-4
ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R,3S)-dihydroxy-propionate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / PTSA monohydrate / benzene / 9 h / Heating

2.1: 1.3 g / HCl / tetrahydrofuran; H₂O / 20 h / 25 °C

3.1: 1.9 g / imidazole / CH₂Cl₂ / 0 °C

4.1: 89 percent / benzene / 24 h / 20 °C

5.1: AD mix-α / 2-methyl-propan-2-ol; H2O / 12 h / 20 °C

5.2: 90 percent / sodium sulfite / H₂O; 2-methyl-propan-2-ol / 0 °C

With 1H-imidazole; hydrogenchloride; AD-mix-α; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; benzene; 5.1: Wittig olefination / 6.1: Sharpless dihydroxylation;
DOI:10.1016/j.tet.2006.09.056

Reference yield:

: 918896-43-2
2-(3-hydroxy-4-methoxy-5-methyl phenyl)-1,3-dioxolane

: 918896-53-4
ethyl 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R,3S)-dihydroxy-propionate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.3 g / HCl / tetrahydrofuran; H₂O / 20 h / 25 °C

2.1: 1.9 g / imidazole / CH₂Cl₂ / 0 °C

3.1: 89 percent / benzene / 24 h / 20 °C

4.1: AD mix-α / 2-methyl-propan-2-ol; H2O / 12 h / 20 °C

4.2: 90 percent / sodium sulfite / H₂O; 2-methyl-propan-2-ol / 0 °C

With 1H-imidazole; hydrogenchloride; AD-mix-α; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; benzene; 3.1: Wittig olefination / 4.1: Sharpless dihydroxylation;
DOI:10.1016/j.tet.2006.09.056