1-((2S,3R)-3-Isobutyl-oxiranyl)-1-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-2-trimethylsilanyl-ethanol

Base Information

Chemical Name:1-((2S,3R)-3-Isobutyl-oxiranyl)-1-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-2-trimethylsilanyl-ethanol
CAS No.:472986-72-4
Molecular Formula:C₂₄H₄₈O₃Si₂
Molecular Weight:440.814
Hs Code.:

Synonyms:1-((2S,3R)-3-Isobutyl-oxiranyl)-1-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-2-trimethylsilanyl-ethanol

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Chemical Property of 1-((2S,3R)-3-Isobutyl-oxiranyl)-1-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-2-trimethylsilanyl-ethanol

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Technology Process of 1-((2S,3R)-3-Isobutyl-oxiranyl)-1-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-2-trimethylsilanyl-ethanol

There total 5 articles about 1-((2S,3R)-3-Isobutyl-oxiranyl)-1-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-2-trimethylsilanyl-ethanol 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:

: 994-30-9
triethylsilyl chloride

: 472986-72-4
1-((2S,3R)-3-Isobutyl-oxiranyl)-1-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-2-trimethylsilanyl-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: CeCl₃*7H₂O; NaBH₄ / methanol / 1 h / -78 - -18 °C

1.2: imidazole / dimethylformamide / 2 h / 0 °C

1.3: diisobutylaluminium hydride / CH₂Cl₂; toluene / 1.5 h / -78 °C

2.1: VO(acac)2; t-BuOOH / CH₂Cl₂; toluene / 2.5 h / 0 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

4.1: tetrahydrofuran; diethyl ether / 1 h / 0 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; cerium(III) chloride; bis(acetylacetonate)oxovanadium; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 3.1: Dess-Martin oxidation;
DOI:10.1021/jo0203140

Reference yield:

: Benzoic acid (E)-(S)-5-methyl-1-((S)-4-methyl-2-oxo-cyclohex-3-enyl)-hex-2-enyl ester

: 472986-72-4
1-((2S,3R)-3-Isobutyl-oxiranyl)-1-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-2-trimethylsilanyl-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: CeCl₃*7H₂O; NaBH₄ / methanol / 1 h / -78 - -18 °C

1.2: imidazole / dimethylformamide / 2 h / 0 °C

1.3: diisobutylaluminium hydride / CH₂Cl₂; toluene / 1.5 h / -78 °C

2.1: VO(acac)2; t-BuOOH / CH₂Cl₂; toluene / 2.5 h / 0 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

4.1: tetrahydrofuran; diethyl ether / 1 h / 0 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; cerium(III) chloride; bis(acetylacetonate)oxovanadium; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 3.1: Dess-Martin oxidation;
DOI:10.1021/jo0203140

Reference yield:

: 472986-67-7
(E)-(S)-5-Methyl-1-((1R,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-hex-2-en-1-ol

: 472986-72-4
1-((2S,3R)-3-Isobutyl-oxiranyl)-1-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-2-trimethylsilanyl-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: VO(acac)2; t-BuOOH / CH₂Cl₂; toluene / 2.5 h / 0 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

3: tetrahydrofuran; diethyl ether / 1 h / 0 °C

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 2: Dess-Martin oxidation;
DOI:10.1021/jo0203140