(1R,2R,3S,4R)-3-(5-Hydroxy-5-methyl-hexyl)-2,4-dimethyl-cyclohexanecarboxylic acid methyl ester

Base Information

Chemical Name:(1R,2R,3S,4R)-3-(5-Hydroxy-5-methyl-hexyl)-2,4-dimethyl-cyclohexanecarboxylic acid methyl ester
CAS No.:331961-29-6
Molecular Formula:C₁₇H₃₂O₃
Molecular Weight:284.439
Hs Code.:

Synonyms:(1R,2R,3S,4R)-3-(5-Hydroxy-5-methyl-hexyl)-2,4-dimethyl-cyclohexanecarboxylic acid methyl ester

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Chemical Property of (1R,2R,3S,4R)-3-(5-Hydroxy-5-methyl-hexyl)-2,4-dimethyl-cyclohexanecarboxylic acid methyl ester

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Technology Process of (1R,2R,3S,4R)-3-(5-Hydroxy-5-methyl-hexyl)-2,4-dimethyl-cyclohexanecarboxylic acid methyl ester

There total 12 articles about (1R,2R,3S,4R)-3-(5-Hydroxy-5-methyl-hexyl)-2,4-dimethyl-cyclohexanecarboxylic acid methyl ester 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:

: 91781-46-3
(6S,5R)-2,6-dimethyl-5-(1-methylethenyl)-2-cyclohexen-1-one

: 331961-29-6
(1R,2R,3S,4R)-3-(5-Hydroxy-5-methyl-hexyl)-2,4-dimethyl-cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 80 percent / aq. NaHCO₃; sodium dithionite / Adogen 464 / toluene / 2 h / Heating

2.1: EtMgBr / toluene; tetrahydrofuran / 0 - 60 °C

2.2: toluene; tetrahydrofuran / 2 h / Heating

2.3: 44 percent / aq. H₂SO₄ / tetrahydrofuran / 10 h

3.1: Mg; methanol

4.1: 97 percent / LiAlH₄ / tetrahydrofuran / 3 h / 25 °C

5.1: O₃ / CH₂Cl₂; methanol / -40 °C

5.2: 89 percent / dimethylsulfide / CH₂Cl₂; methanol / 25 °C

6.1: 83 percent / trimethylorthoformate; p-TsOH / 2 h / 25 °C

7.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 20 h / 25 °C

8.1: NaH / dimethylsulfoxide / 0.07 h

8.2: 77 percent / dimethylsulfoxide; tetrahydrofuran / 2 h

9.1: 75 percent / H₂ / 5percent Rh/Al₂O₃ / ethyl acetate

10.1: 92 percent / aq. pyridinium p-toluenesulfonate / 20 h / Heating

11.1: 28 percent / NaBr / 0.75 h / 0 °C / Electrochemical reaction

With methanol; dmap; lithium aluminium tetrahydride; sodium dithionite; ethylmagnesium bromide; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; sodium bromide; trimethyl orthoformate; adogen 464; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1002/1521-3765(20010119)7:2<520::AID-CHEM520>3.0.CO;2-5

Reference yield:

: 331961-14-9
(2S,3R,6R)-2,6-dimethyl-3-(prop-1-en-2-yl)cyclohexan-1-one

: 331961-29-6
(1R,2R,3S,4R)-3-(5-Hydroxy-5-methyl-hexyl)-2,4-dimethyl-cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: EtMgBr / toluene; tetrahydrofuran / 0 - 60 °C

1.2: toluene; tetrahydrofuran / 2 h / Heating

1.3: 44 percent / aq. H₂SO₄ / tetrahydrofuran / 10 h

2.1: Mg; methanol

3.1: 97 percent / LiAlH₄ / tetrahydrofuran / 3 h / 25 °C

4.1: O₃ / CH₂Cl₂; methanol / -40 °C

4.2: 89 percent / dimethylsulfide / CH₂Cl₂; methanol / 25 °C

5.1: 83 percent / trimethylorthoformate; p-TsOH / 2 h / 25 °C

6.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 20 h / 25 °C

7.1: NaH / dimethylsulfoxide / 0.07 h

7.2: 77 percent / dimethylsulfoxide; tetrahydrofuran / 2 h

8.1: 75 percent / H₂ / 5percent Rh/Al₂O₃ / ethyl acetate

9.1: 92 percent / aq. pyridinium p-toluenesulfonate / 20 h / Heating

10.1: 28 percent / NaBr / 0.75 h / 0 °C / Electrochemical reaction

With methanol; dmap; lithium aluminium tetrahydride; ethylmagnesium bromide; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; sodium bromide; trimethyl orthoformate; 5percent Rh/Al₂O₃; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1002/1521-3765(20010119)7:2<520::AID-CHEM520>3.0.CO;2-5

Reference yield:

: 331961-15-0
Ethyl [(2S,3R,6R)-2,6-dimethyl-3-isopropenylcyclohexylidene]acetate

: 331961-29-6
(1R,2R,3S,4R)-3-(5-Hydroxy-5-methyl-hexyl)-2,4-dimethyl-cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: Mg; methanol

2.1: 97 percent / LiAlH₄ / tetrahydrofuran / 3 h / 25 °C

3.1: O₃ / CH₂Cl₂; methanol / -40 °C

3.2: 89 percent / dimethylsulfide / CH₂Cl₂; methanol / 25 °C

4.1: 83 percent / trimethylorthoformate; p-TsOH / 2 h / 25 °C

5.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 20 h / 25 °C

6.1: NaH / dimethylsulfoxide / 0.07 h

6.2: 77 percent / dimethylsulfoxide; tetrahydrofuran / 2 h

7.1: 75 percent / H₂ / 5percent Rh/Al₂O₃ / ethyl acetate

8.1: 92 percent / aq. pyridinium p-toluenesulfonate / 20 h / Heating

9.1: 28 percent / NaBr / 0.75 h / 0 °C / Electrochemical reaction

With methanol; dmap; lithium aluminium tetrahydride; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; sodium bromide; trimethyl orthoformate; 5percent Rh/Al₂O₃; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1002/1521-3765(20010119)7:2<520::AID-CHEM520>3.0.CO;2-5