(3S)-3-((1R,2S)-6-hydroxy-1,2,6-trimethylheptyl)-3-methylcyclohexan-1-one

Base Information

Chemical Name:(3S)-3-((1R,2S)-6-hydroxy-1,2,6-trimethylheptyl)-3-methylcyclohexan-1-one
CAS No.:248916-47-4
Molecular Formula:C₁₇H₃₂O₂
Molecular Weight:268.44
Hs Code.:

Synonyms:(3S)-3-((1R,2S)-6-hydroxy-1,2,6-trimethylheptyl)-3-methylcyclohexan-1-one

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Chemical Property of (3S)-3-((1R,2S)-6-hydroxy-1,2,6-trimethylheptyl)-3-methylcyclohexan-1-one

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Technology Process of (3S)-3-((1R,2S)-6-hydroxy-1,2,6-trimethylheptyl)-3-methylcyclohexan-1-one

There total 11 articles about (3S)-3-((1R,2S)-6-hydroxy-1,2,6-trimethylheptyl)-3-methylcyclohexan-1-one 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: 86.0%

: 248916-46-3
(1S,3S)-3-((1R,2S)-6-Hydroxy-1,2,6-trimethyl-heptyl)-3-methyl-cyclohexanol

: 248916-47-4
(3S)-3-((1R,2S)-6-hydroxy-1,2,6-trimethylheptyl)-3-methylcyclohexan-1-one

Guidance literature:: With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 22h;
DOI:10.1021/jm980736v

Reference yield:

: 248916-39-4
benzyl (2R,3R)-2-methyl-3-((1S)-1-methyl-2-cyclohexenyl)butyl ether

: 248916-47-4
(3S)-3-((1R,2S)-6-hydroxy-1,2,6-trimethylheptyl)-3-methylcyclohexan-1-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 9-BBN / tetrahydrofuran / 48 h / Heating

1.2: 95 percent / 30 percent H₂O₂; 6 N aq. NaOH / ethanol / 1.5 h / 55 °C

2.1: 90 percent / imidazole; DMAP / dimethylformamide / 16 h / 20 °C

3.1: cyclohexene / 20 percent Pd(OH)2/C / ethanol / 6 h / Heating

4.1: 94 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 29 h / 20 °C

5.1: NiCl₂*6H₂O; pyridine; Zn / 0.5 h / 65 °C

5.2: 91 percent / pyridine / 2 h / 20 °C

6.1: 95 percent / tetrahydrofuran; diethyl ether / 2 h / 0 °C

7.1: 90 percent / TBAF / tetrahydrofuran / 16 h / 20 °C

8.1: 86 percent / PDC / CH₂Cl₂ / 22 h / 20 °C

With pyridine; 1H-imidazole; dmap; dipyridinium dichromate; 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; iodine; triphenylphosphine; nickel dichloride; zinc; cyclohexene; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: hydroboration / 1.2: Oxidation / 2.1: silylation / 3.1: debenzylation / 4.1: Iodination / 5.1: complexation / 5.2: Substitution / 6.1: Grignard reaction / 7.1: desilylation / 8.1: Oxidation;
DOI:10.1021/jm980736v

Reference yield:

: (2R/S,3R)-4-benzyloxy-3-methyl-2-((1S)-1-methyl-2-cyclohexenyl)butanoic acid

: 248916-47-4
(3S)-3-((1R,2S)-6-hydroxy-1,2,6-trimethylheptyl)-3-methylcyclohexan-1-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: LiAlH₄ / tetrahydrofuran / 43 h / Heating

2.1: 97 percent / pyridine / 24 h / 0 °C

3.1: 94 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

4.1: 9-BBN / tetrahydrofuran / 48 h / Heating

4.2: 95 percent / 30 percent H₂O₂; 6 N aq. NaOH / ethanol / 1.5 h / 55 °C

5.1: 90 percent / imidazole; DMAP / dimethylformamide / 16 h / 20 °C

6.1: cyclohexene / 20 percent Pd(OH)2/C / ethanol / 6 h / Heating

7.1: 94 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 29 h / 20 °C

8.1: NiCl₂*6H₂O; pyridine; Zn / 0.5 h / 65 °C

8.2: 91 percent / pyridine / 2 h / 20 °C

9.1: 95 percent / tetrahydrofuran; diethyl ether / 2 h / 0 °C

10.1: 90 percent / TBAF / tetrahydrofuran / 16 h / 20 °C

11.1: 86 percent / PDC / CH₂Cl₂ / 22 h / 20 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; dipyridinium dichromate; 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; iodine; triphenylphosphine; nickel dichloride; zinc; cyclohexene; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Tosylation / 3.1: reductive cleavae / 4.1: hydroboration / 4.2: Oxidation / 5.1: silylation / 6.1: debenzylation / 7.1: Iodination / 8.1: complexation / 8.2: Substitution / 9.1: Grignard reaction / 10.1: desilylation / 11.1: Oxidation;
DOI:10.1021/jm980736v