(S)-(-)-2-(4-methylphenyl)cyclohexanone

Base Information

• Chemical Name: (S)-(-)-2-(4-methylphenyl)cyclohexanone
• CAS No.: 167476-38-2
• Molecular Formula: C₁₃H₁₆O
• Molecular Weight: 188.269
• Mol file: 167476-38-2.mol

Synonyms:(S)-(-)-2-(4-methylphenyl)cyclohexanone

Chemical Property of (S)-(-)-2-(4-methylphenyl)cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (S)-(-)-2-(4-methylphenyl)cyclohexanone

There total 21 articles about (S)-(-)-2-(4-methylphenyl)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: 81.0%

acetic acid 2-p-tolyl-cyclohex-1-enyl ester → (S)-(-)-2-(4-methylphenyl)cyclohexanone (167476-38-2)

Guidance literature:

acetic acid 2-p-tolyl-cyclohex-1-enyl ester; With methyllithium lithium bromide; In diethyl ether; at 20 ℃; for 0.5h;

With 2-(p-tolylsulfinyl)-1-isopropylethanol; In diethyl ether; dichloromethane; at -78 ℃; for 1.5h;

DOI:10.1016/j.tetasy.2003.09.002

Reference yield:

2-(4-methylphenyl)-1-(trimethylsiloxy)cyclohex-1-ene (851332-01-9) → (R)-(-)-2-(4-methylphenyl)cyclohexanone (52776-14-4) + (S)-(-)-2-(4-methylphenyl)cyclohexanone (167476-38-2)

Guidance literature:

With (S)-{3,3'-bis(4-t-butyl-2,6-diisopropylphenyl)-1,1'-binaphthalen-2,2'-yl}-N-triflyl-thiophosphoramide; phenol; In toluene; at 20 ℃; for 6h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja8041542

Reference yield:

2-(4-methylphenyl)cyclohexanone (52776-14-4) → (R)-(-)-2-(4-methylphenyl)cyclohexanone (52776-14-4) + (S)-(-)-2-(4-methylphenyl)cyclohexanone (167476-38-2)

Guidance literature:

2-(4-methylphenyl)cyclohexanone; With tert-butyldimethylsilyl chloride; triethylamine; In N,N-dimethyl-formamide; at 130 ℃; for 90h;

With (R)-BINOL-SnCl₄; In dichloromethane; toluene; at -78 ℃; for 1h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ja001164i

upstream raw materials:

2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene

2-methoxy-2-(4-methylphenyl)cyclohexanone

2-bromo-2-(4-methylphenyl)cyclohexanone

2-(4-methylphenyl)cyclohexanone

Downstream raw materials:

(1R,2S)-trans-2-(p-methylphenyl)cyclohexan-1-ol