methyl (1S)-1-[(1R)-1-(4-fluorophenyl)-2-nitroethyl]-2-oxocyclopentanecarboxylate

Base Information

• Chemical Name: methyl (1S)-1-[(1R)-1-(4-fluorophenyl)-2-nitroethyl]-2-oxocyclopentanecarboxylate
• CAS No.: 1265917-27-8
• Molecular Formula: C₁₅H₁₆FNO₅
• Molecular Weight: 309.294
• Mol file: 1265917-27-8.mol

Synonyms:methyl (1S)-1-[(1R)-1-(4-fluorophenyl)-2-nitroethyl]-2-oxocyclopentanecarboxylate

Chemical Property of methyl (1S)-1-[(1R)-1-(4-fluorophenyl)-2-nitroethyl]-2-oxocyclopentanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (1S)-1-[(1R)-1-(4-fluorophenyl)-2-nitroethyl]-2-oxocyclopentanecarboxylate

There total 4 articles about methyl (1S)-1-[(1R)-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: 98.0%

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

Guidance literature:

With (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(1-(dimethylamino)-3-methylbutan-2-yl)thiourea; In toluene; at -50 ℃; for 48h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.201000612

Reference yield: 93.0%

4-fluoro-β-nitrostyrene (5153-69-5,706-08-1) + 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)

Guidance literature:

With cinchona-based chiral hyperbranched polymer; In dichloromethane; at 20 ℃; Solvent;

DOI:10.1016/j.tet.2020.131247

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:

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

methyl 2-oxocyclopentane-1-carboxylate

4-fluoro-β-nitrostyrene