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

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Chemical Name:(1S,3S)-3-((1S,2R)-6-Hydroxy-1,2,6-trimethyl-heptyl)-3-methyl-cyclohexanol
CAS No.:248916-26-9
Molecular Formula:C₁₇H₃₄O₂
Molecular Weight:270.456
Hs Code.:

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

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Chemical Property of (1S,3S)-3-((1S,2R)-6-Hydroxy-1,2,6-trimethyl-heptyl)-3-methyl-cyclohexanol

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Technology Process of (1S,3S)-3-((1S,2R)-6-Hydroxy-1,2,6-trimethyl-heptyl)-3-methyl-cyclohexanol

There total 13 articles about (1S,3S)-3-((1S,2R)-6-Hydroxy-1,2,6-trimethyl-heptyl)-3-methyl-cyclohexanol 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: 100.0%

: 248916-25-8
(6R,7S)-7-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-cyclohexyl]-2,6-dimethyl-octan-2-ol

: 248916-26-9
(1S,3S)-3-((1S,2R)-6-Hydroxy-1,2,6-trimethyl-heptyl)-3-methyl-cyclohexanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1021/jm980736v

Reference yield:

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

: 248916-26-9
(1S,3S)-3-((1S,2R)-6-Hydroxy-1,2,6-trimethyl-heptyl)-3-methyl-cyclohexanol

Guidance literature:: Multi-step reaction with 13 steps

1.1: LiAlH₄ / tetrahydrofuran / 43 h / Heating

2.1: 81 percent / SO₃*Py; Et₃N; DMSO / CH₂Cl₂ / 1.5 h / -10 - -4 °C

3.1: DBU / CH₂Cl₂ / 62 h / 20 °C

4.1: NaBH₄ / methanol / 0.25 h / -10 °C

5.1: 98 percent / pyridine / 24 h / 0 °C

6.1: 80 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

7.1: 9-BBN / tetrahydrofuran / 48 h / Heating

7.2: 95 percent / 30 percent H₂O₂; 6 N aq. NaOH / ethanol / 1.5 h / 55 °C

8.1: 93 percent / imidazole; DMAP / dimethylformamide / 16 h / 20 °C

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

10.1: 94 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 29 h / 20 °C

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

11.2: 88 percent / pyridine / 2 h / 20 °C

12.1: 86 percent / tetrahydrofuran; diethyl ether / 2 h / 0 °C

13.1: 100 percent / TBAF / tetrahydrofuran / 16 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; iodine; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; nickel dichloride; zinc; cyclohexene; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Oxidation / 3.1: Isomerization / 4.1: Reduction / 5.1: Tosylation / 6.1: reductive cleavae / 7.1: hydroboration / 7.2: Oxidation / 8.1: silylation / 9.1: debenzylation / 10.1: Iodination / 11.1: complexation / 11.2: Substitution / 12.1: Grignard reaction / 13.1: desilylation;
DOI:10.1021/jm980736v

Reference yield:

: 181116-46-1
(2R,3S)-4-benzyloxy-3-methyl-2-((1S)-1-methyl-2-cyclohexenyl)butan-1-ol

: 248916-26-9
(1S,3S)-3-((1S,2R)-6-Hydroxy-1,2,6-trimethyl-heptyl)-3-methyl-cyclohexanol

Guidance literature:: Multi-step reaction with 12 steps

1.1: 81 percent / SO₃*Py; Et₃N; DMSO / CH₂Cl₂ / 1.5 h / -10 - -4 °C

2.1: DBU / CH₂Cl₂ / 62 h / 20 °C

3.1: NaBH₄ / methanol / 0.25 h / -10 °C

4.1: 98 percent / pyridine / 24 h / 0 °C

5.1: 80 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

6.1: 9-BBN / tetrahydrofuran / 48 h / Heating

6.2: 95 percent / 30 percent H₂O₂; 6 N aq. NaOH / ethanol / 1.5 h / 55 °C

7.1: 93 percent / imidazole; DMAP / dimethylformamide / 16 h / 20 °C

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

9.1: 94 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 29 h / 20 °C

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

10.2: 88 percent / pyridine / 2 h / 20 °C

11.1: 86 percent / tetrahydrofuran; diethyl ether / 2 h / 0 °C

12.1: 100 percent / TBAF / tetrahydrofuran / 16 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; iodine; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; nickel dichloride; zinc; cyclohexene; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Oxidation / 2.1: Isomerization / 3.1: Reduction / 4.1: Tosylation / 5.1: reductive cleavae / 6.1: hydroboration / 6.2: Oxidation / 7.1: silylation / 8.1: debenzylation / 9.1: Iodination / 10.1: complexation / 10.2: Substitution / 11.1: Grignard reaction / 12.1: desilylation;
DOI:10.1021/jm980736v