(1S)-1-[(1R)-1-(4-methylphenyl)-2-nitroethyl]-2-oxo-cyclopentanecarboxylic acid methyl ester

Base Information

• Chemical Name: (1S)-1-[(1R)-1-(4-methylphenyl)-2-nitroethyl]-2-oxo-cyclopentanecarboxylic acid methyl ester
• CAS No.: 1223091-48-2
• Molecular Formula: C₁₆H₁₉NO₅
• Molecular Weight: 305.331
• Mol file: 1223091-48-2.mol

Synonyms:(1S)-1-[(1R)-1-(4-methylphenyl)-2-nitroethyl]-2-oxo-cyclopentanecarboxylic acid methyl ester

Chemical Property of (1S)-1-[(1R)-1-(4-methylphenyl)-2-nitroethyl]-2-oxo-cyclopentanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-1-[(1R)-1-(4-methylphenyl)-2-nitroethyl]-2-oxo-cyclopentanecarboxylic acid methyl ester

There total 4 articles about (1S)-1-[(1R)-1-(4-methylphenyl)-2-nitroethyl]-2-oxo-cyclopentanecarboxylic acid methyl ester 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: 93.0%

4-methyl-β-nitrostyrene (7559-36-6,5153-68-4) + methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → (1S)-1-[(1R)-1-(4-methylphenyl)-2-nitroethyl]-2-oxo-cyclopentanecarboxylic acid methyl ester (1223091-48-2)

Guidance literature:

With C₃₈H₂₆Co₂N₂O₈*2H₂O; at 24 - 28 ℃; for 10h; optical yield given as %ee; enantioselective reaction; Neat (no solvent);

DOI:10.3390/molecules15010532

Reference yield:

(E)-2-(4-methylphenyl)-1-nitroethene (101671-00-5,5153-68-4) + methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → (1S)-1-[(1R)-1-(4-methylphenyl)-2-nitroethyl]-2-oxo-cyclopentanecarboxylic acid methyl ester (1223091-48-2) + (2R,3S)-methyl 1-(2-nitro-1-p-tolylethyl)-2-oxocyclopentanecarboxylate (1092784-90-1) + C16H19NO5

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

Reference yield:

4-methyl-β-nitrostyrene (7559-36-6,5153-68-4) + methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → (1S)-1-[(1R)-1-(4-methylphenyl)-2-nitroethyl]-2-oxo-cyclopentanecarboxylic acid methyl ester (1223091-48-2) + (2R,3S)-methyl 1-(2-nitro-1-p-tolylethyl)-2-oxocyclopentanecarboxylate (1092784-90-1) + C16H19NO5

Guidance literature:

4-methyl-β-nitrostyrene; methyl 2-oxocyclopentane-1-carboxylate; With (S)-2-amino-1,1-diphenylpropan-1-ol; In toluene; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

In toluene; at -30 ℃; for 48h; Overall yield = 81 percent; stereoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1039/d0ra09041g

upstream raw materials:

4-methyl-β-nitrostyrene

methyl 2-oxocyclopentane-1-carboxylate

(E)-2-(4-methylphenyl)-1-nitroethene