(S)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)cyclohexan-1-one

Base Information

• Chemical Name: (S)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)cyclohexan-1-one
• CAS No.: 1013326-84-5
• Molecular Formula: C₁₃H₁₅FO₂
• Molecular Weight: 222.259
• Mol file: 1013326-84-5.mol

Synonyms:(S)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)cyclohexan-1-one

Chemical Property of (S)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)cyclohexan-1-one

Chemical Property:

Purity/Quality:

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Technology Process of (S)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)cyclohexan-1-one

There total 7 articles about (S)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)cyclohexan-1-one 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%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 3-Fluorobenzaldehyde (456-48-4) → (S)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)cyclohexan-1-one (1013326-84-5)

Guidance literature:

With (2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide; In sodium chloride; at 4 ℃; for 48h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.201100143

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 3-Fluorobenzaldehyde (456-48-4) → (S)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)cyclohexan-1-one (1013326-84-5) + 2-[(3-fluorophenyl)hydroxymethyl]cyclohexanone

Guidance literature:

With (S)-2-(perfluorobutane-sulfonylamino methyl)-pyrrolidine; In water; at 0 ℃; for 72h; optical yield given as %de; enantioselective reaction;

DOI:10.1021/ol800074z

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 3-Fluorobenzaldehyde (456-48-4) → (S)-2-((R)-(3-fluorophenyl)(hydroxy)methyl)cyclohexan-1-one (1013326-84-5) + C13H15FO2

Guidance literature:

With copper(ll) sulfate pentahydrate; 1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyridin-3-yl)thiourea; (S)-pyrrolidine-2-carboxylic acid pyridin-3-ylamide; In tetrahydrofuran; water; at 20 ℃; Overall yield = 68 %; stereoselective reaction;

DOI:10.1039/c7ob01370a

upstream raw materials:

cyclohexanone

3-Fluorobenzaldehyde