Benzenemethanol, a-cyclohexyl-a-methyl-, (R)-

Base Information

• Chemical Name: Benzenemethanol, a-cyclohexyl-a-methyl-, (R)-
• CAS No.: 40412-38-2
• Molecular Formula: C14H20O
• Molecular Weight: 204.312
• Mol file: 40412-38-2.mol

Synonyms:

Chemical Property of Benzenemethanol, a-cyclohexyl-a-methyl-, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenemethanol, a-cyclohexyl-a-methyl-, (R)-

There total 19 articles about Benzenemethanol, a-cyclohexyl-a-methyl-, (R)- 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:

acetophenone (98-86-2) + cyclohexylmagnesium bromide (931-50-0) → (R)-1-cyclohexyl-1-phenylethan-1-ol (40412-38-2) + (-)-(S)-1-cyclohexyl-1-phenylethan-1-ol

Guidance literature:

With (R)-3,3'-bis(3,3-dimethylbutyl)-2,2'-dihydroxy-1,1'-binaphthyl; In tetrahydrofuran; diethyl ether; at -45 ℃; Overall yield = 10 %; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03379

Reference yield:

ethylphenylzinc (313374-39-9) + Cyclohexyl methyl ketone (823-76-7) → (R)-1-cyclohexyl-1-phenylethan-1-ol (40412-38-2) + (-)-(S)-1-cyclohexyl-1-phenylethan-1-ol

Guidance literature:

ethylphenylzinc; With (R,R')-N,N'-bis(5-tert-butyl-2-hydroxybenzylidene)-1,2-cyclohexanediamine; In hexane; toluene; at 20 ℃; for 0.5h; Inert atmosphere;

Cyclohexyl methyl ketone; In hexane; toluene; at 20 ℃; for 65h; enantioselective reaction; Inert atmosphere;

DOI:10.1055/s-0034-1380461

Reference yield:

diphenylzinc (1078-58-6) + Cyclohexyl methyl ketone (823-76-7) → (R)-1-cyclohexyl-1-phenylethan-1-ol (40412-38-2) + (-)-(S)-1-cyclohexyl-1-phenylethan-1-ol

Guidance literature:

With (1R,2R)-cyclohexyldiamine-bis-(S)-camphor-sulfonamide ligand; titanium(IV) isopropylate; In hexane; toluene; at 22 ℃; Title compound not separated from byproducts;

DOI:10.1021/ol0352963

upstream raw materials:

(SS)-1-cyclohexyl-2-(N-methylphenylsulfonimidoyl)-1-phenylethanol

diphenylzinc

Cyclohexyl methyl ketone

Cyclohexyl phenyl ketone

Refernces

• 1、 Garcia, Celina,Walsh, Patrick J.. "Highly enantioselective catalytic phenylation of ketones with a constrained geometry titanium catalyst". . p. 3641 - 3644. Retrieved 2003.
• 2、 Bercher, Olivia P.,Watson, Mary P.,Xu, Jianyu. "Overcoming the Naphthyl Requirement in Stereospecific Cross-Couplings to Form Quaternary Stereocenters". supporting information. p. 8608 - 8613. Retrieved 2021/06/27.
• 3、 Cai, Yuan,Shi, Shi-Liang. "Enantioconvergent Arylation of Racemic Secondary Alcohols to Chiral Tertiary Alcohols Enabled by Nickel/N-Heterocyclic Carbene Catalysis". supporting information. p. 11963 - 11968. Retrieved 2021/08/20.