methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d₅

Base Information

• Chemical Name: methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d₅
• CAS No.: 1360803-56-0
• Molecular Formula: C₂₅H₂₅NO₃
• Molecular Weight: 392.439
• Mol file: 1360803-56-0.mol

Synonyms:methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d₅

Chemical Property of methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d₅

There total 19 articles about methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d₅ 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: 91.0%

3-(4-(prop-1-yn-1-yl)phenyl)propionic acid-d5 (1360803-53-7) + methyl 2-((4-(prop-1-yn-1-yl)benzyl)amino)acetate (1360803-55-9) → methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d5 (1360803-56-0)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;

Reference yield:

4-methoxycarbonylphenyl bromide (619-42-1) → methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d5 (1360803-56-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; triethylamine / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

1.2: 15 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.1: 1H-imidazole / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere

4.1: potassium carbonate; methanol / 2 h / 20 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

5.2: 0.5 h / 20 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

7.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

8.1: sodium iodide / acetone / 1 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

10.1: N-ethyl-N,N-diisopropylamine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / dichloromethane / 20 h / 20 °C / Inert atmosphere

With 1H-imidazole; methanol; bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium iodide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;

Reference yield:

4-trimethylsilanylethynyl-benzoic acid methyl ester (75867-41-3) → methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d5 (1360803-56-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: lithium aluminium deuteride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.1: 1H-imidazole / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate; methanol / 2 h / 20 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

4.2: 0.5 h / 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

7.1: sodium iodide / acetone / 1 h / 20 °C

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 0 - 20 °C / Inert atmosphere

9.1: sodium chloride; water / N,N-dimethyl-formamide / 48 h / Reflux; Inert atmosphere

10.1: sodium hydroxide; water / methanol / 2 h / 20 °C

11.1: N-ethyl-N,N-diisopropylamine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / dichloromethane / 20 h / 20 °C / Inert atmosphere

With 1H-imidazole; methanol; n-butyllithium; lithium aluminium deuteride; tetrabutyl ammonium fluoride; water; sodium hydride; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; sodium chloride; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil;

upstream raw materials:

3-(4-(prop-1-yn-1-yl)phenyl)propionic acid-d₅ ethyl ester

3-(4-(prop-1-yn-1-yl)phenyl)propionic acid-d5

methyl 2-((4-(prop-1-yn-1-yl)benzyl)amino)acetate

[2-(4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)ethynyl]trimethylsilane

Downstream raw materials:

2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetic acid-d5

C₂₈H₂₁⁽²⁾H₅N₂O₅