4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoic acid

Base Information

Chemical Name:4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoic acid
CAS No.:914299-17-5
Molecular Formula:C₂₃H₂₆ClNO₇
Molecular Weight:463.915
Hs Code.:

Synonyms:4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoic acid

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Chemical Property of 4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoic acid

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Technology Process of 4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoic acid

There total 11 articles about 4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoic acid 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: 91.1%

: 914299-16-4
methyl 4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoate

: 914299-17-5
4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoic acid

Guidance literature:: methyl 4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoate; With lithium hydroxide; water; In methanol; at 40 ℃; for 12h;

With sodium acetate; acetic acid; In methanol; water;

Reference yield:

: 99548-55-7
4-bromo-2-methyl-benzoic acid methyl ester

: 914299-17-5
4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / tetrahydrofuran / 2 h / Heating / reflux

2.1: hydrogenchloride / tetrahydrofuran; water; isopropyl alcohol / 14 h / Heating / reflux

3.1: sodium tetrahydroborate / methanol; acetic acid / 2.5 h / -60 - -40 °C

4.1: potassium carbonate / dichloromethane / 5 - 20 °C

5.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 62 h / 65 °C / 5171.62 Torr

6.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 12 h / 20 °C

7.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 12 h / 20 °C

8.1: methanol; lithium hydroxide; water / 12 h / 40 °C

8.2: NaOAc-HOAc buffer

With 4-methyl-morpholine; hydrogenchloride; methanol; lithium hydroxide; sodium tetrahydroborate; water; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;

Reference yield:

: 914299-11-9
C₁₄H₁₄BrNO₂

: 914299-17-5
4-{1-[5-chloro-2,4-bis(methoxymethoxy)benzoyl]pyrrolidin-2-yl}-3-methylbenzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride / tetrahydrofuran; water; isopropyl alcohol / 14 h / Heating / reflux

2.1: sodium tetrahydroborate / methanol; acetic acid / 2.5 h / -60 - -40 °C

3.1: potassium carbonate / dichloromethane / 5 - 20 °C

4.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 62 h / 65 °C / 5171.62 Torr

5.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 12 h / 20 °C

6.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 12 h / 20 °C

7.1: methanol; lithium hydroxide; water / 12 h / 40 °C

7.2: NaOAc-HOAc buffer

With 4-methyl-morpholine; hydrogenchloride; methanol; lithium hydroxide; sodium tetrahydroborate; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;