(2S,1'R)-2-[1'-hydroxy-1'-(3-cyanophenyl)methyl]cyclohexanone

Base Information

• Chemical Name: (2S,1'R)-2-[1'-hydroxy-1'-(3-cyanophenyl)methyl]cyclohexanone
• CAS No.: 1202363-07-2
• Molecular Formula: C₁₄H₁₅NO₂
• Molecular Weight: 229.279
• Mol file: 1202363-07-2.mol

Synonyms:(2S,1'R)-2-[1'-hydroxy-1'-(3-cyanophenyl)methyl]cyclohexanone

Chemical Property of (2S,1'R)-2-[1'-hydroxy-1'-(3-cyanophenyl)methyl]cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,1'R)-2-[1'-hydroxy-1'-(3-cyanophenyl)methyl]cyclohexanone

There total 9 articles about (2S,1'R)-2-[1'-hydroxy-1'-(3-cyanophenyl)methyl]cyclohexanone 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%

3-Cyanobenzaldehyde (24964-64-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (2S,1'R)-2-[1'-hydroxy-1'-(3-cyanophenyl)methyl]cyclohexanone (1202363-07-2)

Guidance literature:

With (S)-N-{(R)-1-[3-(3,5-bis(trifluoromethyl)phenyl)ureido]-2-phenylethyl}pyrrolidine-2-carboxamide; 4-nitro-benzoic acid; In toluene; at -20 ℃; for 72h; enantioselective reaction;

DOI:10.1016/j.tet.2012.08.023

Reference yield:

3-Cyanobenzaldehyde (24964-64-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (2S,1'R)-2-[1'-hydroxy-1'-(3-cyanophenyl)methyl]cyclohexanone (1202363-07-2) + 3-[(S)-hydroxy[(1R)-2-oxocyclohexyl]methyl]benzonitrile (1332625-58-7) + 2-(hydroxy-(m-cyanophenyl)methyl)cyclohexan-1-one

Guidance literature:

With acidic protease from Aspergillus usamii No_. 537; In water; acetonitrile; at 25 ℃; for 168h; optical yield given as %ee; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.tet.2012.02.056

Reference yield:

3-Cyanobenzaldehyde (24964-64-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (2S,1'R)-2-[1'-hydroxy-1'-(3-cyanophenyl)methyl]cyclohexanone (1202363-07-2) + 3-[(S)-hydroxy[(1R)-2-oxocyclohexyl]methyl]benzonitrile (1332625-58-7) + 2-(hydroxy(m-cyanophenyl)methyl)cyclohexanone

Guidance literature:

cyclohexanone; With 9-amino-9-deoxy-epi-cinchonidine; In water; at 20 ℃; for 0.25h; Green chemistry;

3-Cyanobenzaldehyde; In water; at 25 ℃; for 48h; Overall yield = 94 %; stereoselective reaction; Green chemistry;

DOI:10.1016/S1872-2067(14)60222-9

upstream raw materials:

3-Cyanobenzaldehyde

cyclohexanone