Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)

Base Information

• Chemical Name: Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)
• CAS No.: 420849-80-5
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.252
• Mol file: 420849-80-5.mol

Synonyms:Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)

Chemical Property of Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI)

There total 15 articles about Ethanone, 1-[(2R,3S)-3-hexyloxiranyl]- (9CI) 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: 75.0%

dec-3-en-2-one (10519-33-2) → (2S,3R)-1-(3-hexyl-oxiranyl)-ethanone (420849-80-5)

Guidance literature:

dec-3-en-2-one; With 9-amino(9-deoxy)epiquinidine di(trichloroacetic acid); dihydrogen peroxide; In 1,4-dioxane; water; at 50 ℃; for 36h;

With sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; at 20 ℃; for 12h; Temperature; Reagent/catalyst; regioselective reaction;

DOI:10.1021/ja402058v

Reference yield: 72.0%

(3E)-dec-3-en-2-one (18402-84-1) → (2S,3R)-1-(3-hexyl-oxiranyl)-ethanone (420849-80-5)

Guidance literature:

(3E)-dec-3-en-2-one; With 9-epi-9-amino-9-deoxyquinine; dihydrogen peroxide; trifluoroacetic acid; In 1,4-dioxane; water; at 50 ℃; for 12h;

With sodium hydroxide; In water; at 20 ℃; for 1h;

DOI:10.1002/anie.200803238

Reference yield: 65.0%

(3E)-dec-3-en-2-one (18402-84-1) → (5R)-5-hexyl-3-methyl-1,2-dioxolan-3-ol (1092535-02-8) + (2S,3R)-1-(3-hexyl-oxiranyl)-ethanone (420849-80-5)

Guidance literature:

With 9-epi-9-amino-9-deoxyquinine; dihydrogen peroxide; trichloroacetic acid; In 1,4-dioxane; water; at 32 ℃; for 36h;

DOI:10.1002/anie.200803238

upstream raw materials:

(3E)-dec-3-en-2-one

C₆H₁₀O₂

(Z)-oct-1-enyl(trimethyl)silane

cis-2-(1'-hexyl)-1-(trimethylsilyl)oxirane

Downstream raw materials:

decane-2,3-dione

Refernces

• 1、 Reisinger, Corinna M.,Wang, Xingwang,List, Benjamin. "Catalytic asymmetric hydroperoxidation of α,β-unsaturated ketones: An approach to enantiopure peroxyhemiketals, epoxides, and aldols". supporting information; experimental part. p. 8112 - 8115. Retrieved 2009/04/13.
• 2、 Jacques,Richards,Jackson. "Catalytic asymmetric epoxidation of aliphatic enones using tartrate-derived magnesium alkoxides". . p. 2712 - 2713. Retrieved 2007/10/03.