(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate

Base Information

• Chemical Name: (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate
• CAS No.: 1223562-88-6
• Molecular Formula: C₁₈H₂₃FO₃
• Molecular Weight: 306.377
• Mol file: 1223562-88-6.mol

Synonyms:(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate

Chemical Property of (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate

There total 2 articles about (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate 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: 85.0%

(-)-menthol (2216-51-5) + (4-fluorophenyl)glyoxal (403-32-7) → (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate (1223562-88-6)

Guidance literature:

With iodine; potassium carbonate; In toluene; at 20 ℃; for 4h; Green chemistry;

DOI:10.1039/c4ra06028h

Reference yield: 70.0%

(-)-menthol (2216-51-5) + ethyl 4-fluorobenzoylformate (1813-94-1) → (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate (1223562-88-6)

Guidance literature:

With titanium(IV) tetraethanolate; In toluene; at 100 ℃; for 6h; Inert atmosphere;

DOI:10.1002/hlca.201000024

Reference yield:

(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate (1223562-88-6) + diethylzinc (557-20-0) → (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (2R)-2-(4-fluorophenyl)-2-hydroxybutanoate (1257420-19-1) + C20H29FO3

Guidance literature:

(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (4-fluorophenyl)(oxo)acetate; With zinc(II) chloride; In dichloromethane; at 20 ℃; for 0.333333h;

diethylzinc; In hexane; dichloromethane; at -40 ℃; for 6h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/hlca.201000024

upstream raw materials:

(-)-menthol

ethyl 4-fluorobenzoylformate

(4-fluorophenyl)glyoxal

Downstream raw materials:

(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl (2R)-2-(4-fluorophenyl)-2-hydroxybutanoate