diethyl 2-(4-(prop-1-yn-1-yl)benzyl)malonate-d5

Base Information

• Chemical Name: diethyl 2-(4-(prop-1-yn-1-yl)benzyl)malonate-d5
• CAS No.: 1360803-49-1
• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 293.304
• Mol file: 1360803-49-1.mol

Synonyms:diethyl 2-(4-(prop-1-yn-1-yl)benzyl)malonate-d5

Chemical Property of diethyl 2-(4-(prop-1-yn-1-yl)benzyl)malonate-d5

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl 2-(4-(prop-1-yn-1-yl)benzyl)malonate-d5

There total 9 articles about diethyl 2-(4-(prop-1-yn-1-yl)benzyl)malonate-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: 77.0%

1-(iodomethyl)-4-(prop-1-yn-1-yl)benzene-d5 (1360803-47-9) + diethyl malonate (105-53-3) → diethyl 2-(4-(prop-1-yn-1-yl)benzyl)malonate-d5 (1360803-49-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 3h; Inert atmosphere;

Reference yield:

(4-((trimethylsilyl)ethynyl)phenyl)methanol-d2 (1360803-41-3) → diethyl 2-(4-(prop-1-yn-1-yl)benzyl)malonate-d5 (1360803-49-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 1H-imidazole / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere

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

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

3.2: 0.5 h / 20 °C / Inert atmosphere

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

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

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

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

With 1H-imidazole; methanol; n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; triethylamine; sodium iodide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil;

Reference yield:

tert-butyl((4-ethynylbenzyl)oxy)dimethylsilane-d2 (1360803-43-5) → diethyl 2-(4-(prop-1-yn-1-yl)benzyl)malonate-d5 (1360803-49-1)

Guidance literature:

Multi-step reaction with 5 steps

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

1.2: 0.5 h / 20 °C / Inert atmosphere

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

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

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

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

With n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; sodium iodide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil;

upstream raw materials:

(4-((trimethylsilyl)ethynyl)phenyl)methanol-d2

tert-butyldimethyl((4-((trimethylsilyl)ethynyl)-benzyl)oxy)silane-d2

tert-butyl((4-ethynylbenzyl)oxy)dimethylsilane-d2

tert-butyldimethyl((4-(prop-1-yn-1-yl)benzyl)oxy)silane-d5

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

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