Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate

Base Information

Chemical Name:Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate
CAS No.:134365-17-6
Molecular Formula:C₂₁H₃₂O₃
Molecular Weight:332.483
Hs Code.:

Synonyms:Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate

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Chemical Property of Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate

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Technology Process of Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate

There total 8 articles about Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate 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%

: 75-16-1
methylmagnesium bromide

: 134454-00-5
Methyl (1R,2S)-2-<2-(3-Isopropylphenyl)ethyl>-1-methyl-3-oxo-1-cyclohexanecarboxylate

: 134365-17-6
Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate

Guidance literature:: In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1248/cpb.39.202

Reference yield:

: 72646-50-5
2-(3-Isopropylphenyl)ethyl Bromide

: 134365-17-6
Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 1) Mg; 3) p-TsOH / 1) THF; 2) THF, -78 deg C, 2 h; 3) MeOH, reflux, 10 h

2: Et₃N / CH₂Cl₂ / 1 h / 0 °C

3: 76 percent / NaI / acetone / 10 h / Heating

4: 1) NaH; 2) NaOMe; 3) TiCl₃, NH₄OAc / 1) DMF, 0 deg C, 24 h; 2) MeOH, room temp., 1 h; 3) H₂O, 0 deg C, then room temp., 2 h

5: 100 percent / tetrahydrofuran / 2 h / 0 °C

With titanium(III) chloride; ammonium acetate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; magnesium; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1248/cpb.39.202

Reference yield:

: 68480-22-8
3-isopropyl-phenethyl alcohol

: 134365-17-6
Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / PPh₃, N-bromosuccinimide / tetrahydrofuran / 2 h / Ambient temperature

2: 1) Mg; 3) p-TsOH / 1) THF; 2) THF, -78 deg C, 2 h; 3) MeOH, reflux, 10 h

3: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 76 percent / NaI / acetone / 10 h / Heating

5: 1) NaH; 2) NaOMe; 3) TiCl₃, NH₄OAc / 1) DMF, 0 deg C, 24 h; 2) MeOH, room temp., 1 h; 3) H₂O, 0 deg C, then room temp., 2 h

6: 100 percent / tetrahydrofuran / 2 h / 0 °C

With N-Bromosuccinimide; titanium(III) chloride; ammonium acetate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; magnesium; triethylamine; triphenylphosphine; sodium iodide; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1248/cpb.39.202