(S)-N-(3-(4-(5-(4-((diethylamino)methyl)-3-ethylphenyl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide

Base Information

• Chemical Name: (S)-N-(3-(4-(5-(4-((diethylamino)methyl)-3-ethylphenyl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide
• CAS No.: 1187029-68-0
• Molecular Formula: C₂₉H₄₀N₄O₅
• Molecular Weight: 524.66
• Mol file: 1187029-68-0.mol

Synonyms:(S)-N-(3-(4-(5-(4-((diethylamino)methyl)-3-ethylphenyl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide

Chemical Property of (S)-N-(3-(4-(5-(4-((diethylamino)methyl)-3-ethylphenyl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(3-(4-(5-(4-((diethylamino)methyl)-3-ethylphenyl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide

There total 7 articles about (S)-N-(3-(4-(5-(4-((diethylamino)methyl)-3-ethylphenyl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide 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:

N-((S)-3-{2-ethyl-4-[5-(4-formyl-3-ethyl-phenyl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide (1187028-54-1) + diethylamine (109-89-7) → (S)-N-(3-(4-(5-(4-((diethylamino)methyl)-3-ethylphenyl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide (1187029-68-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In 1-methyl-pyrrolidin-2-one; dichloromethane; at 0 - 20 ℃; for 18h;

DOI:10.1016/j.ejmech.2016.03.048

Reference yield:

4-formyl-3-hydroxybenzoic acid (619-12-5) → (S)-N-(3-(4-(5-(4-((diethylamino)methyl)-3-ethylphenyl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide (1187029-68-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / dichloromethane / 1 h / 0 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; toluene / 1 h / 75 °C / Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.2: 18 h / 20 °C

4.1: 1,4-dioxane / 2 h / 100 °C

5.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane; 1-methyl-pyrrolidin-2-one / 18 h / 0 - 20 °C

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2016.03.048

Reference yield:

4-formyl-3-(((trifluoromethyl)sulfonyl)oxy)benzoic acid → (S)-N-(3-(4-(5-(4-((diethylamino)methyl)-3-ethylphenyl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide (1187029-68-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; toluene / 1 h / 75 °C / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 18 h / 20 °C

3.1: 1,4-dioxane / 2 h / 100 °C

4.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane; 1-methyl-pyrrolidin-2-one / 18 h / 0 - 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2016.03.048

upstream raw materials:

4-formyl-3-hydroxybenzoic acid

N-((S)-3-{2-ethyl-4-[5-(4-formyl-3-ethyl-phenyl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide

diethylamine

N-((S)-3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methyl-phenoxy]-2-hydroxy-propyl)-2-hydroxy-acetamide