(2R,3S)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol

Base Information

Chemical Name:(2R,3S)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol
CAS No.:648433-65-2
Molecular Formula:C₁₈H₂₈O₃Si
Molecular Weight:320.504
Hs Code.:

Synonyms:(2R,3S)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol

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Chemical Property of (2R,3S)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol

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Technology Process of (2R,3S)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol

There total 1 articles about (2R,3S)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol 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:

: 6-(2,3-dimethoxy-4-methylphenyl)-5-methyl-8-trimethylsilanyl-oct-3-en-7-noic acid methyl ester

: (2R,3R)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol

: 648433-65-2
(2R,3S)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol

Guidance literature:: 6-(2,3-dimethoxy-4-methylphenyl)-5-methyl-8-trimethylsilanyl-oct-3-en-7-noic acid methyl ester; With oil scarlet; ozone; In methanol; at -78 ℃;

With sodium tetrahydroborate; In methanol; at -78 - 20 ℃; for 3h;
DOI:10.1021/ja039124c

Reference yield:

: 648433-65-2
(2R,3S)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol

: (-)-7,8-di-O-methylcalopin

Guidance literature:: Multi-step reaction with 10 steps

1: 1.25 g / imidazole / dimethylformamide / 3 h

2: potassium carbonate / methanol / 3 h / 20 °C

3: 1.52 g / quinoline; H₂ / Pd/BaSO₄ / toluene / 12 h / 20 °C / 760 Torr

4: 38 percent / aq. OsO₄; 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H₂O / 4 h / 20 °C

5: pyridinium p-toluenesulfonate / CH₂Cl₂ / 3 h / 20 °C

6: 78 mg / DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

7: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

8: tetrabutylammonium fluoride / CH₂Cl₂ / 3 h

9: 106 mg / N-methylmorpholine N-oxide; tetrapropylammonium perruthenate; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h

10: 48 percent / Pd/C; H₂ / ethanol

With 1H-imidazole; quinoline; palladium on activated charcoal; osmium(VIII) oxide; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; Pd-BaSO₄; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/ja039124c

Reference yield:

: 648433-65-2
(2R,3S)-3-(2,3-Dimethoxy-4-methyl-phenyl)-2-methyl-5-trimethylsilanyl-pent-4-yn-1-ol

: 648433-58-3
tert-butyl-[3-(2,3-dimethoxy-4-methylphenyl)-2-methyl-pent-4-enyloxy]-dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.25 g / imidazole / dimethylformamide / 3 h

2: potassium carbonate / methanol / 3 h / 20 °C

3: 1.52 g / quinoline; H₂ / Pd/BaSO₄ / toluene / 12 h / 20 °C / 760 Torr

With 1H-imidazole; quinoline; hydrogen; potassium carbonate; Pd-BaSO₄; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja039124c