(S)-2-(5-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic acid

Base Information

• Chemical Name: (S)-2-(5-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic acid
• CAS No.: 1447710-90-8
• Molecular Formula: C₂₇H₄₀N₂O₅
• Molecular Weight: 472.625
• Mol file: 1447710-90-8.mol

Synonyms:(S)-2-(5-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic acid

Chemical Property of (S)-2-(5-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(5-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic acid

There total 12 articles about (S)-2-(5-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic 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: 87.0%

(S)-2-(5-(3-(4-(3,3-dimethyl-2-oxobutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic acid (1447710-89-5) → (S)-2-(5-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic acid (1447710-90-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 25 ℃; for 0.5h;

DOI:10.1016/j.ejmech.2013.09.015

Reference yield:

4-hydroxy-3-methylbenzoic acid (499-76-3) → (S)-2-(5-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic acid (1447710-90-8)

Guidance literature:

Multi-step reaction with 11 steps

1.1: sulfuric acid / 6 h / Reflux

2.1: potassium carbonate; potassium iodide / 6 h / Reflux

3.1: diethyl ether / 2 h / 0 - 30 °C

4.1: boron trifluoride diethyl etherate / dichloromethane / 1 h / 0 - 25 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

5.2: 2 h / 25 °C

6.1: palladium on activated charcoal; ammonium formate / methanol / 25 °C

7.1: potassium carbonate; potassium iodide / acetone / 12 h / Reflux

8.1: potassium hydroxide; water / ethanol / 5 h / 80 °C

9.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 25 °C

10.1: water; lithium hydroxide dihydrate / tetrahydrofuran / 25 °C

11.1: sodium tetrahydroborate / methanol / 0.5 h / 0 - 25 °C

With sodium tetrahydroborate; lithium hydroxide dihydrate; sulfuric acid; palladium on activated charcoal; boron trifluoride diethyl etherate; water; ammonium formate; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium iodide; potassium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.ejmech.2013.09.015

Reference yield:

ethyl 1H-pyrrole-2-carboxylate (2199-43-1) → (S)-2-(5-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-1-methylpyrrole-2-carboxamido)propanoic acid (1447710-90-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 1 h / 0 - 25 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

2.2: 2 h / 25 °C

3.1: palladium on activated charcoal; ammonium formate / methanol / 25 °C

4.1: potassium carbonate; potassium iodide / acetone / 12 h / Reflux

5.1: potassium hydroxide; water / ethanol / 5 h / 80 °C

6.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 25 °C

7.1: water; lithium hydroxide dihydrate / tetrahydrofuran / 25 °C

8.1: sodium tetrahydroborate / methanol / 0.5 h / 0 - 25 °C

With sodium tetrahydroborate; lithium hydroxide dihydrate; palladium on activated charcoal; boron trifluoride diethyl etherate; water; ammonium formate; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium iodide; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.ejmech.2013.09.015

upstream raw materials:

4-hydroxy-3-methylbenzoic acid

ethyl 1H-pyrrole-2-carboxylate

methyl 4-(benzyloxy)-3-methylbenzoate

3-(4-(benzyloxy)-3-methylphenyl)pentan-3-ol