(-)-2(R),3(S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one

Base Information

• Chemical Name: (-)-2(R),3(S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one
• CAS No.: 40327-67-1
• Molecular Formula: C₁₃H₁₀O₂S
• Molecular Weight: 230.287
• Mol file: 40327-67-1.mol

Synonyms:

Chemical Property of (-)-2(R),3(S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-2(R),3(S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one

There total 27 articles about (-)-2(R),3(S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one 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: 99.0%

3-phenyl-1-thiophen-2-yl-propenone (3988-77-0,39078-33-6,69656-36-6) → trans-(2R,3S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one (40327-67-1,82864-17-3,86022-37-9) + (-)-2(R),3(S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one (40327-67-1,86022-37-9,82864-17-3)

Guidance literature:

3-phenyl-1-thiophen-2-yl-propenone; With tris(bis(trimethylsilyl)amido)lanthanum(III); (S,S)-N,N'-di(3,5-dimethylsalicylidene)-1,2-cyclohexanediamine; In acetonitrile; for 0.5h; Inert atmosphere;

With tert.-butylhydroperoxide; In acetonitrile; at -20 ℃; for 10h; Overall yield = 99 %; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c9ra01529a

Reference yield: 99.0%

3-phenyl-1-thiophen-2-yl-propenone (3988-77-0,39078-33-6,69656-36-6) → trans-(2R,3S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one (40327-67-1,82864-17-3,86022-37-9) + (-)-2(R),3(S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one (40327-67-1,86022-37-9,82864-17-3)

Guidance literature:

3-phenyl-1-thiophen-2-yl-propenone; With tris(bis(trimethylsilyl)amido)lanthanum(III); (S,S)-N,N'-di(3,5-dimethylsalicylidene)-1,2-cyclohexanediamine; In acetonitrile; for 0.5h; Inert atmosphere;

With tert.-butylhydroperoxide; In acetonitrile; at -20 ℃; for 10h; Overall yield = 99 %; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c9ra01529a

Reference yield: 95.0%

2-cinnamoylthiophene (3988-77-0,39078-33-6,69656-36-6) → trans-(2R,3S)-epoxy-3-phenyl-1-(2-thienyl)propan-1-one (40327-67-1,82864-17-3,86022-37-9)

Guidance literature:

With potassium hydroxide; 1,3-bis(quininium-N-methyl)-2-fluorobenzene dibromide; dihydrogen peroxide; Span 20; In di-isopropyl ether; at 20 ℃; for 0.5h;

DOI:10.1002/anie.200462254

upstream raw materials:

thiophene-2-carbaldehyde

styrene

3-(tert-butylperoxy)-3-phenyl-1-(thiophen-2-yl)propan-1-one

2-cinnamoylthiophene

Downstream raw materials:

2-Hydroxy-3-brom-1--3-phenyl-propan-1-on