(2R,3S)-methyl-1-(1-(4-fluorophenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate

Base Information

• Chemical Name: (2R,3S)-methyl-1-(1-(4-fluorophenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate
• CAS No.: 1092784-96-7
• Molecular Formula: C₁₅H₁₆FNO₅
• Molecular Weight: 309.294
• Mol file: 1092784-96-7.mol

Synonyms:(2R,3S)-methyl-1-(1-(4-fluorophenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate

Chemical Property of (2R,3S)-methyl-1-(1-(4-fluorophenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-methyl-1-(1-(4-fluorophenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate

There total 4 articles about (2R,3S)-methyl-1-(1-(4-fluorophenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate 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: 95.0%

4-fluoro-β-nitrostyrene (5153-69-5,706-08-1) + methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → (2R,3S)-methyl-1-(1-(4-fluorophenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate (1092784-96-7)

Guidance literature:

With C₅₁H₄₂N₆; In toluene; at 0 ℃; for 28.5h; optical yield given as %ee; stereoselective reaction;

DOI:10.1016/j.tet.2011.05.005

Reference yield: 95.0%

trans-1-(4-fluorophenyl)-2-nitro-ethene (706-08-1,5153-69-5) + methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → (2R,3S)-methyl-1-(1-(4-fluorophenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate (1092784-96-7)

Guidance literature:

With C₅₁H₄₂N₆; In toluene; at 0 ℃; for 28.5h; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ol902958m

Reference yield:

trans-1-(4-fluorophenyl)-2-nitro-ethene (706-08-1,5153-69-5) + methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → methyl (1S)-1-[(1R)-1-(4-fluorophenyl)-2-nitroethyl]-2-oxocyclopentanecarboxylate (1265917-27-8) + (2R,3S)-methyl-1-(1-(4-fluorophenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate (1092784-96-7) + C15H16FNO5

Guidance literature:

With 1,2-O-isopropylidene-5-desoxy-5-N-tert-butylamino-α-D-xylofuranose; In isopropyl alcohol; at 20 ℃; for 24h; diastereoselective reaction;

DOI:10.3987/COM-19-14172

upstream raw materials:

4-fluoro-β-nitrostyrene

methyl 2-oxocyclopentane-1-carboxylate

trans-1-(4-fluorophenyl)-2-nitro-ethene