(2R)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate

Base Information

• Chemical Name: (2R)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate
• CAS No.: 1357490-20-0
• Molecular Formula: C₁₄H₁₄BrNO₆
• Molecular Weight: 372.172
• Mol file: 1357490-20-0.mol

Synonyms:(2R)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate

Chemical Property of (2R)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate

There total 3 articles about (2R)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate 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: 45.0%

indole (120-72-9) + ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate (1268720-04-2) + acrolein (107-02-8,25068-14-8) → (2R)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate (1357490-20-0) + (4S,5R)-ethyl 4-(4-bromophenyl)-5-formyl-6-(1H-indol-3-yl)-3-nitrohex-(2E)-enoate (1374847-27-4)

Guidance literature:

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; In toluene; at 0 ℃; for 5.5h; optical yield given as %ee; stereoselective reaction; Resolution of racemate;

DOI:10.1021/ol300783e

Reference yield: 34.0%

ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate (1268720-04-2) + 5-chloro-1H-indole (17422-32-1) + acrolein (107-02-8,25068-14-8) → (2S)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate (1357491-05-4) + (2R)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate (1357490-20-0) + (4S,5R)-ethyl 4-(4-bromophenyl)-6-(5-chloro-1H-indol-3-yl)-5-formyl-3-nitrohex-(2E)-enoate (1374847-36-5)

Guidance literature:

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; In toluene; at 0 ℃; for 4.5h; optical yield given as %ee; stereoselective reaction; Resolution of racemate;

DOI:10.1021/ol300783e

Reference yield:

5-bromo-1H-indole (10075-50-0) + ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate (1268720-04-2) + acrolein (107-02-8,25068-14-8) → (2S)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate (1357491-05-4) + (2R)-ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate (1357490-20-0) + (4S,5R)-ethyl 6-(5-bromo-1H-indol-3-yl)-4-(4-bromophenyl)-5-formyl-3-nitrohex-(2E)-enoate (1374847-31-0) + (4R,5S)-ethyl 6-(5-bromo-1H-indol-3-yl)-4-(4-bromophenyl)-5-formyl-3-nitrohex-(2E)-enoate

Guidance literature:

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; In toluene; at 0 ℃; for 4h; optical yield given as %ee; stereoselective reaction; Resolution of racemate;

DOI:10.1021/ol300783e

upstream raw materials:

indole

ethyl 2-acetoxy-4-(4-bromophenyl)-3-nitrobut-(3E)-enoate

acrolein

5-bromo-1H-indole