(2R,4S)-2-[(R)-hydroxy-(4-(nitrophenyl)methyl)]-4-methylcyclohexanone

Base Information

• Chemical Name: (2R,4S)-2-[(R)-hydroxy-(4-(nitrophenyl)methyl)]-4-methylcyclohexanone
• CAS No.: 1239488-11-9
• Molecular Formula: C₁₄H₁₇NO₄
• Molecular Weight: 263.293
• Mol file: 1239488-11-9.mol

Synonyms:(2R,4S)-2-[(R)-hydroxy-(4-(nitrophenyl)methyl)]-4-methylcyclohexanone

Chemical Property of (2R,4S)-2-[(R)-hydroxy-(4-(nitrophenyl)methyl)]-4-methylcyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-2-[(R)-hydroxy-(4-(nitrophenyl)methyl)]-4-methylcyclohexanone

There total 4 articles about (2R,4S)-2-[(R)-hydroxy-(4-(nitrophenyl)methyl)]-4-methylcyclohexanone 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: 46.0%

4-nitrobenzaldehdye (555-16-8) + 1-methylcyclohexan-4-one (589-92-4) → (2S,4S)-2-((1'R)-hydroxy(4-nitrophenyl)methyl)-4-methylcyclohexan-1-one + (2R,4S)-2-[(R)-hydroxy-(4-(nitrophenyl)methyl)]-4-methylcyclohexanone (1239488-11-9) + (2S,4R)-2-((R)-hydroxy(4-nitrophenyl)methyl)-4-methylcyclohexanone + C14H17NO4

Guidance literature:

With (1S)-2-benzyl-3-phenyl-1-(pyridin-2-yl)propan-1-amine; 2,4-dinitrobenzenesulfonic acid; In water; at 20 - 45 ℃; for 26h;

DOI:10.1002/adsc.201600833

Reference yield:

4-nitrobenzaldehdye (555-16-8) + 1-methylcyclohexan-4-one (589-92-4) → (2S,4S)-2-((1'R)-hydroxy(4-nitrophenyl)methyl)-4-methylcyclohexan-1-one + 4(R),2(R)-2-[(S)-hydroxy(4-nitrophenyl)methyl]-4-methylcyclohexanone + (2R,4S)-2-[(R)-hydroxy-(4-(nitrophenyl)methyl)]-4-methylcyclohexanone (1239488-11-9) + C14H17NO4

Guidance literature:

With (S)-N-((S)-1-oxo-3-phenyl-1-((2-(trifluoromethyl)phenyl)amino)propan-2-yl)pyrrolidine-2-carboxamide; 4-nitro-benzoic acid; In water; Petroleum ether; at 20 ℃; for 72h; Overall yield = 100 %; Optical yield = 24 %ee;

DOI:10.1016/j.tet.2018.08.038

Reference yield:

4-nitrobenzaldehdye (555-16-8) + 1-methylcyclohexan-4-one (589-92-4) → (2S,4S)-2-((1'R)-hydroxy(4-nitrophenyl)methyl)-4-methylcyclohexan-1-one + (2R,4S)-2-[(R)-hydroxy-(4-(nitrophenyl)methyl)]-4-methylcyclohexanone (1239488-11-9)

Guidance literature:

With (S)-di-tert-butyl 2-{3-[(1S,2S)-1,2-diphenyl-2-[(S)-(pyrrolidine-2-carboxamido)]ethyl]thioureido}succinate; 4-nitro-benzoic acid; In toluene; at -20 ℃; for 24h; optical yield given as %ee; enantioselective reaction;

DOI:10.1039/c2ob25693b

upstream raw materials:

4-nitrobenzaldehdye

1-methylcyclohexan-4-one