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

Base Information

Chemical Name:((2S,3R)-3-Isobutyl-oxiranyl)-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-methanone
CAS No.:472986-71-3
Molecular Formula:C₂₀H₃₆O₃Si
Molecular Weight:352.59
Hs Code.:

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

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

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

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

: 472986-69-9
(R)-((2R,3R)-3-Isobutyl-oxiranyl)-((1R,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-methanol

: 472986-71-3
((2S,3R)-3-Isobutyl-oxiranyl)-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-methanone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo0203140

Reference yield:

: 994-30-9
triethylsilyl chloride

: 472986-71-3
((2S,3R)-3-Isobutyl-oxiranyl)-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-methanone

Guidance literature:: Multi-step reaction with 3 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

With tert.-butylhydroperoxide; sodium tetrahydroborate; cerium(III) chloride; bis(acetylacetonate)oxovanadium; Dess-Martin periodane; In methanol; 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

: 472986-71-3
((2S,3R)-3-Isobutyl-oxiranyl)-((1S,2R)-4-methyl-2-triethylsilanyloxy-cyclohex-3-enyl)-methanone

Guidance literature:: Multi-step reaction with 3 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

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