(S)-4-((4-aminophenyl)buta-1,3-diynyl)-N-(1-hydroxy-3-isopropyl-2-oxopyrrolidin-3-yI)benzamide

Base Information

Chemical Name:(S)-4-((4-aminophenyl)buta-1,3-diynyl)-N-(1-hydroxy-3-isopropyl-2-oxopyrrolidin-3-yI)benzamide
CAS No.:1363368-10-8
Molecular Formula:C₂₄H₂₃N₃O₃
Molecular Weight:401.465
Hs Code.:

Synonyms:(S)-4-((4-aminophenyl)buta-1,3-diynyl)-N-(1-hydroxy-3-isopropyl-2-oxopyrrolidin-3-yI)benzamide

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Chemical Property of (S)-4-((4-aminophenyl)buta-1,3-diynyl)-N-(1-hydroxy-3-isopropyl-2-oxopyrrolidin-3-yI)benzamide

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Technology Process of (S)-4-((4-aminophenyl)buta-1,3-diynyl)-N-(1-hydroxy-3-isopropyl-2-oxopyrrolidin-3-yI)benzamide

There total 17 articles about (S)-4-((4-aminophenyl)buta-1,3-diynyl)-N-(1-hydroxy-3-isopropyl-2-oxopyrrolidin-3-yI)benzamide 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: 40.0%

: 728878-27-1
4-[(4'-aminophenyl)buta-1,3-diyn-1-yl]benzoic acid

: C₇H₁₄N₂O₂

: 1363368-10-8
(S)-4-((4-aminophenyl)buta-1,3-diynyl)-N-(1-hydroxy-3-isopropyl-2-oxopyrrolidin-3-yI)benzamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 21h; Inert atmosphere;

Reference yield:

: 72-18-4,25609-85-2,7004-03-7,921-10-8
L-valine

: 1363368-10-8
(S)-4-((4-aminophenyl)buta-1,3-diynyl)-N-(1-hydroxy-3-isopropyl-2-oxopyrrolidin-3-yI)benzamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: sodium hydroxide / ethanol; water / 0.5 h / 20 °C

1.2: 20 °C / Reflux

2.1: dichloromethane / 336 h / 0 - 50 °C

2.2: 24 h

3.1: potassium hexamethylsilazane / toluene; tetrahydrofuran / 0.25 h / -78 - -70 °C

3.2: 0.5 h / -78 - -70 °C

4.1: sodium hydroxide; water / methanol / 18 h / Reflux

4.2: pH 1

5.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimedone / tetrahydrofuran / 16 h / 20 °C

7.1: tetrahydrofuran / 16 h / Reflux

7.2: 0.5 h

8.1: ozone; sudan II / dichloromethane / 0.08 h / -78 °C / Inert atmosphere

8.2: 2 h / 20 °C

9.1: hydroxylamine hydrochloride; ethanol; pyridine / 3 h / 20 °C / Inert atmosphere

10.1: sodium cyanoborohydride; methanol / 0.67 h / 20 °C / Inert atmosphere

10.2: pH 2 - 3

11.1: sodium methylate; methanol / 3 h / Reflux; Inert atmosphere

11.2: pH 7

12.1: trifluoroacetic acid / dichloromethane / 1.33 h / 20 °C / Inert atmosphere

13.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 21 h / 0 - 20 °C / Inert atmosphere

With pyridine; methanol; ethanol; hydroxylamine hydrochloride; water; sodium methylate; potassium hexamethylsilazane; sodium cyanoborohydride; potassium carbonate; benzotriazol-1-ol; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; sudan II; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimedone; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 75867-41-3
4-trimethylsilanylethynyl-benzoic acid methyl ester

: 1363368-10-8
(S)-4-((4-aminophenyl)buta-1,3-diynyl)-N-(1-hydroxy-3-isopropyl-2-oxopyrrolidin-3-yI)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; methanol / 3 h / 20 °C / Inert atmosphere

2.1: pyridine / copper diacetate / methanol / 24 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide; methanol / 1 h / 20 °C / Reflux

3.2: pH 2

4.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 21 h / 0 - 20 °C / Inert atmosphere

With pyridine; methanol; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; copper diacetate; In methanol; N,N-dimethyl-formamide;