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

Base Information

• Chemical Name: trans-(2R,3S)-epoxy-3-(2-nitrophenyl)-1-phenyl-1-propan-1-one
• CAS No.: 261629-60-1
• Molecular Formula: C₁₅H₁₁NO₄
• Molecular Weight: 269.257
• Mol file: 261629-60-1.mol

Synonyms:trans-(2R,3S)-epoxy-3-(2-nitrophenyl)-1-phenyl-1-propan-1-one

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about trans-(2R,3S)-epoxy-3-(2-nitrophenyl)-1-phenyl-1-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: 17.0%

2-nitrochalcone (53744-31-3,7473-93-0) → trans-(2S,3R)-epoxy-3-(2-nitrophenyl)-1-phenyl-1-propan-1-one (7152-68-3,28812-34-2,28812-35-3,128672-46-8) + trans-(2R,3S)-epoxy-3-(2-nitrophenyl)-1-phenyl-1-propan-1-one (261629-60-1)

Guidance literature:

2-nitrochalcone; In aq. buffer; at 20 ℃; for 1h; pH=8;

With dihydrogen peroxide; at 20 ℃; for 168h; enantioselective reaction;

DOI:10.1039/c7cc01168g

Reference yield:

acetophenone (98-86-2) + 2-nitro-benzaldehyde (552-89-6) → trans-(2S,3R)-epoxy-3-(2-nitrophenyl)-1-phenyl-1-propan-1-one (7152-68-3,28812-34-2,28812-35-3,128672-46-8) + trans-(2R,3S)-epoxy-3-(2-nitrophenyl)-1-phenyl-1-propan-1-one (261629-60-1)

Guidance literature:

acetophenone; 2-nitro-benzaldehyde; at 60 ℃; for 3h;

With tetrabutylammomium bromide; dihydrogen peroxide; sodium hydroxide; In toluene; at 20 ℃; for 1.5h; Overall yield = 94 %; enantioselective reaction;

DOI:10.1016/j.jcat.2015.11.020

Reference yield:

(E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one (7473-93-0,53744-31-3) → trans-(2S,3R)-epoxy-3-(2-nitrophenyl)-1-phenyl-1-propan-1-one (7152-68-3,28812-34-2,28812-35-3,128672-46-8) + trans-(2R,3S)-epoxy-3-(2-nitrophenyl)-1-phenyl-1-propan-1-one (261629-60-1)

Guidance literature:

(E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one; With (3S,6S)-3,6-diisobutylpiperazine-2,5-dione; In hexane; at 20 ℃; for 0.5h;

With dihydrogen peroxide; sodium hydroxide; In hexane; water; at 20 ℃; for 72h; enantioselective reaction; Darkness;

DOI:10.1080/00397911.2016.1141428

upstream raw materials:

2-nitrochalcone

acetophenone

2-nitro-benzaldehyde

(E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one