((1S,2R,6R)-2-hydroxy-2,6-dimethylcyclohexyl)(phenyl)methanone

Base Information

• Chemical Name: ((1S,2R,6R)-2-hydroxy-2,6-dimethylcyclohexyl)(phenyl)methanone
• CAS No.: 1075724-25-2
• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.323
• Mol file: 1075724-25-2.mol

Synonyms:((1S,2R,6R)-2-hydroxy-2,6-dimethylcyclohexyl)(phenyl)methanone

Chemical Property of ((1S,2R,6R)-2-hydroxy-2,6-dimethylcyclohexyl)(phenyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of ((1S,2R,6R)-2-hydroxy-2,6-dimethylcyclohexyl)(phenyl)methanone

There total 14 articles about ((1S,2R,6R)-2-hydroxy-2,6-dimethylcyclohexyl)(phenyl)methanone 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%

(2S,3R)-2-benzoyl-3-methylcyclohexan-1-one (71808-96-3) + lithium trimethyl zincate (52196-05-1) → ((1S,2R,6R)-2-hydroxy-2,6-dimethylcyclohexyl)(phenyl)methanone (1075724-25-2)

Guidance literature:

In diethyl ether; at -78 ℃; for 0.0833333h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02320

Reference yield: 95.0%

(2S,3R)-2-benzoyl-3-methylcyclohexan-1-one (71808-96-3) + methyllithium (917-54-4) → ((1S,2R,6R)-2-hydroxy-2,6-dimethylcyclohexyl)(phenyl)methanone (1075724-25-2)

Guidance literature:

With zinc(II) chloride; In diethyl ether; at -78 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02320

Reference yield: 61.0%

cyclohexenone (930-68-7) + methylmagnesium bromide (75-16-1) + dimethyl zinc(II) (544-97-8) + benzoyl chloride (98-88-4) → ((1S,2R,6R)-2-hydroxy-2,6-dimethylcyclohexyl)(phenyl)methanone (1075724-25-2)

Guidance literature:

cyclohexenone; dimethyl zinc(II); With copper(II) bis(trifluoromethanesulfonate); (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine; In diethyl ether; at 0 ℃; for 2h; Inert atmosphere;

methylmagnesium bromide; In diethyl ether; at -78 ℃; Inert atmosphere;

benzoyl chloride; In diethyl ether; at -78 ℃; for 1h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02320

upstream raw materials:

3-methyl-1-phenyloct-2-ene-1,7-dione

3-methyl-1-phenyloct-2-ene-1,7-dione

cyclohexenone

methylmagnesium bromide