methyl (S)-2-[2-(methoxycarbonyl)ethyl]-1-methyl-4-oxocyclohex-2-enecarboxylate

Base Information

Chemical Name:methyl (S)-2-[2-(methoxycarbonyl)ethyl]-1-methyl-4-oxocyclohex-2-enecarboxylate
CAS No.:308278-26-4
Molecular Formula:C₁₃H₁₈O₅
Molecular Weight:254.283
Hs Code.:

Synonyms:methyl (S)-2-[2-(methoxycarbonyl)ethyl]-1-methyl-4-oxocyclohex-2-enecarboxylate

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Chemical Property of methyl (S)-2-[2-(methoxycarbonyl)ethyl]-1-methyl-4-oxocyclohex-2-enecarboxylate

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Technology Process of methyl (S)-2-[2-(methoxycarbonyl)ethyl]-1-methyl-4-oxocyclohex-2-enecarboxylate

There total 3 articles about methyl (S)-2-[2-(methoxycarbonyl)ethyl]-1-methyl-4-oxocyclohex-2-enecarboxylate 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: 70.0%

: 308278-25-3
methyl (S)-9-diethoxyphosphoryl-5-methoxycarbonyl-5-methyl-4,8-dioxononanoate

: 308278-26-4
methyl (S)-2-[2-(methoxycarbonyl)ethyl]-1-methyl-4-oxocyclohex-2-enecarboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1002/1099-0690(200009)2000:18<3165::AID-EJOC3165>3.0.CO;2-7

Reference yield:

: 65475-77-6
dimethyl 2-methyl-3-oxo-adipate

: 308278-26-4
methyl (S)-2-[2-(methoxycarbonyl)ethyl]-1-methyl-4-oxocyclohex-2-enecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / p-toluenesulfonic acid / toluene / 12 h / Heating

2.1: ZnCl₂; hydroquinone / tetrahydrofuran / 2 h / 0 °C

2.2: 70 percent / acetic acid; H₂O

3.1: 70 percent / LiCl; DBU / tetrahydrofuran / 1 h / -78 °C

With toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone; lithium chloride; zinc(II) chloride; In tetrahydrofuran; toluene; 1.1: Condensation / 2.1: Addition / 2.2: Hydrolysis / 3.1: Cyclization;
DOI:10.1002/1099-0690(200009)2000:18<3165::AID-EJOC3165>3.0.CO;2-7

Reference yield:

: 308278-16-2
dimethyl (S,Z)-2-methyl-3-(1-phenylethylamino)hex-2-enedioate

: 308278-26-4
methyl (S)-2-[2-(methoxycarbonyl)ethyl]-1-methyl-4-oxocyclohex-2-enecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ZnCl₂; hydroquinone / tetrahydrofuran / 2 h / 0 °C

1.2: 70 percent / acetic acid; H₂O

2.1: 70 percent / LiCl; DBU / tetrahydrofuran / 1 h / -78 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone; lithium chloride; zinc(II) chloride; In tetrahydrofuran; 1.1: Addition / 1.2: Hydrolysis / 2.1: Cyclization;
DOI:10.1002/1099-0690(200009)2000:18<3165::AID-EJOC3165>3.0.CO;2-7