methyl (1S,2R)-2-<2-(p-methoxyphenyl)ethyl>-3-methylene-1-methylcyclohexanecarboxylate

Base Information

Chemical Name:methyl (1S,2R)-2-<2-(p-methoxyphenyl)ethyl>-3-methylene-1-methylcyclohexanecarboxylate
CAS No.:123427-73-6
Molecular Formula:C₁₉H₂₆O₃
Molecular Weight:302.414
Hs Code.:

Synonyms:methyl (1S,2R)-2-<2-(p-methoxyphenyl)ethyl>-3-methylene-1-methylcyclohexanecarboxylate

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Chemical Property of methyl (1S,2R)-2-<2-(p-methoxyphenyl)ethyl>-3-methylene-1-methylcyclohexanecarboxylate

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Technology Process of methyl (1S,2R)-2-<2-(p-methoxyphenyl)ethyl>-3-methylene-1-methylcyclohexanecarboxylate

There total 14 articles about methyl (1S,2R)-2-<2-(p-methoxyphenyl)ethyl>-3-methylene-1-methylcyclohexanecarboxylate 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: 85.0%

: 123485-13-2
methyl (1S,2S)-2-<2-(p-methoxyphenyl)ethyl>-1-methyl-3-oxocyclohexanecarboxylate

: 74-95-3
1,1-dibromomethane

: 123427-73-6
methyl (1S,2R)-2-<2-(p-methoxyphenyl)ethyl>-3-methylene-1-methylcyclohexanecarboxylate

Guidance literature:: With titanium tetrachloride; zinc;
DOI:10.1016/S0040-4039(00)99343-2

Reference yield:

: 125446-62-0
2-(4'-methoxyphenyl)ethyl magnesium iodide

: 123427-73-6
methyl (1S,2R)-2-<2-(p-methoxyphenyl)ethyl>-3-methylene-1-methylcyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 364 mg / tetrahydrofuran / 2 h / -78 °C

2: 100 percent / NaOMe / 8 h / Ambient temperature

3: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: NaI / acetone / 1.) room temperature, 10 h, 2.) reflux, 3 h

5: 56 percent / NaH / dimethylformamide / 14 h / 0 °C

6: 1.) NaOMe, 2.) TiCl₃, NH₄OAc / 1.) MeOH, room temperature, 1 h, 2.) H₂O, room temperature, 2 h

7: 85 percent / TiCl₄, Zn / tetrahydrofuran; CH₂Cl₂ / 1 h / Ambient temperature

With titanium(III) chloride; ammonium acetate; sodium methylate; titanium tetrachloride; sodium hydride; triethylamine; sodium iodide; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/P19920001505

Reference yield:

: 102631-75-4
(S)-(-)-2-Methyl-2-(2'-nitrovinyl)-δ-valerolactone

: 123427-73-6
methyl (1S,2R)-2-<2-(p-methoxyphenyl)ethyl>-3-methylene-1-methylcyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 364 mg / tetrahydrofuran / 2 h / -78 °C

2: 100 percent / NaOMe / 8 h / Ambient temperature

3: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: NaI / acetone / 1.) room temperature, 10 h, 2.) reflux, 3 h

5: 56 percent / NaH / dimethylformamide / 14 h / 0 °C

6: 1.) NaOMe, 2.) TiCl₃, NH₄OAc / 1.) MeOH, room temperature, 1 h, 2.) H₂O, room temperature, 2 h

7: 85 percent / TiCl₄, Zn / tetrahydrofuran; CH₂Cl₂ / 1 h / Ambient temperature

With titanium(III) chloride; ammonium acetate; sodium methylate; titanium tetrachloride; sodium hydride; triethylamine; sodium iodide; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/P19920001505