(2R,3R)-2-benzyl-3-hydroxy-2-methylcyclohexanone

Base Information

• Chemical Name: (2R,3R)-2-benzyl-3-hydroxy-2-methylcyclohexanone
• CAS No.: 912653-79-3
• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.296
• Mol file: 912653-79-3.mol

Synonyms:(2R,3R)-2-benzyl-3-hydroxy-2-methylcyclohexanone

Chemical Property of (2R,3R)-2-benzyl-3-hydroxy-2-methylcyclohexanone

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (2R,3R)-2-benzyl-3-hydroxy-2-methylcyclohexanone

There total 2 articles about (2R,3R)-2-benzyl-3-hydroxy-2-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: 77.0%

2-benzyl-2-methyl-cyclohexane-1,3-dione (127311-61-9) → (2R,3R)-2-benzyl-3-hydroxy-2-methylcyclohexanone (912653-79-3) + C14H18O2

Guidance literature:

2-benzyl-2-methyl-cyclohexane-1,3-dione; With lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; Further stages.;

DOI:10.1039/b606864b

Reference yield:

2-benzyl-3-hydroxy-2-methylcyclohexanone → (2R,3R)-2-benzyl-3-hydroxy-2-methylcyclohexanone (912653-79-3) + C14H18O2 + (2S,3S)-2-benzyl-3-hydroxy-2-methylcyclohexanone (1187848-75-4)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; f-ampha; hydrogen; sodium t-butanolate; In dichloromethane; at 20 ℃; for 14h; under 30402 Torr; Overall yield = 83 %; stereoselective reaction;

DOI:10.1039/c9sc01769k

Reference yield: 92.0%

(2R,3R)-2-benzyl-3-hydroxy-2-methylcyclohexanone (912653-79-3) + 1-(Trimethylsilyl)imidazole (18156-74-6) → (2R,3R)-2-benzyl-2-methyl-3-(trimethylsilyloxy)cyclohexanone

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Inert atmosphere;

DOI:10.1021/ja906189h

upstream raw materials:

2-benzyl-2-methyl-cyclohexane-1,3-dione