trans-4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyloxy]benzoic acid ethyl ester

Base Information

Chemical Name:trans-4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyloxy]benzoic acid ethyl ester
CAS No.:948304-16-3
Molecular Formula:C₂₃H₂₃NO₅
Molecular Weight:393.439
Hs Code.:

Synonyms:trans-4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyloxy]benzoic acid ethyl ester

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Chemical Property of trans-4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyloxy]benzoic acid ethyl ester

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Technology Process of trans-4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyloxy]benzoic acid ethyl ester

There total 5 articles about trans-4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyloxy]benzoic acid ethyl 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: 34.0%

: 120-47-8
Ethyl 4-hydroxybenzoate

: 478832-25-6
2-(cis-4-hydroxycyclohexyl)isoindoline-1,3-dione

: 948304-16-3
trans-4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyloxy]benzoic acid ethyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jm070270t

Reference yield:

: 478832-23-4
cis-4-nitrobenzoic acid 4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyl ester

: 948304-16-3
trans-4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyloxy]benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: aq. NaOH / tetrahydrofuran / 20 °C

1.2: 60 percent / Et₃N / dimethylformamide / 0.5 h / 150 °C / microwave irradiation

2.1: 34 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 20 °C

With sodium hydroxide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 2.1: Mitsunobu coupling;
DOI:10.1021/jm070270t

Reference yield:

: 22509-74-6
N-ethoxycarbonylphthalimide

: 948304-16-3
trans-4-[4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)cyclohexyloxy]benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: K₂CO₃ / H₂O / 0.5 h / 20 °C

2.1: 87 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C

3.1: aq. NaOH / tetrahydrofuran / 20 °C

3.2: 60 percent / Et₃N / dimethylformamide / 0.5 h / 150 °C / microwave irradiation

4.1: 34 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 20 °C

With sodium hydroxide; di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; water; 4.1: Mitsunobu coupling;
DOI:10.1021/jm070270t