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

Base Information

• Chemical Name: (S)-N-(3-(4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide
• CAS No.: 1062670-13-6
• Molecular Formula: C₂₆H₃₅N₅O₅
• Molecular Weight: 497.594
• Mol file: 1062670-13-6.mol

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

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

There total 29 articles about (S)-N-(3-(4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-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: 83.0%

glycolic Acid (79-14-1) + (S)-1-amino-3-(4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)propan-2-ol (1062670-07-8) → (S)-N-(3-(4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide (1062670-13-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1021/jm4014696

Reference yield:

4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenol (1062669-89-9) → (S)-N-(3-(4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide (1062670-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetramethlyammonium chloride / 48 h / 25 °C

1.2: 1 h / 0 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 24 h / 22 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 18 h / 20 - 22 °C

3.2: 0.75 h / 60 °C

With tetramethlyammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/op200326s

Reference yield:

C10H13NO2 (1365337-59-2) → (S)-N-(3-(4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide (1062670-13-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: trichloromethyl chloroformate / acetonitrile / Reflux

2.1: hydroxylamine hydrochloride; triethylamine / methanol / 7.5 h / 65 °C / Large scale reaction

3.1: benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide / tetrahydrofuran / 2 h / -5 - 0 °C

4.1: tetrahydrofuran / 30 h / Reflux

5.1: tetramethlyammonium chloride / 48 h / 25 °C

5.2: 1 h / 0 - 20 °C

6.1: ammonia / methanol / 60 °C

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 18 h / 20 - 22 °C

7.2: 0.75 h / 60 °C

With hydroxylamine hydrochloride; ammonia; tetramethlyammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; trichloromethyl chloroformate; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/op200326s

upstream raw materials:

4-bromo-2-ethyl-6-methylphenylamine

glycolic Acid

(S)-1-amino-3-(4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)propan-2-ol

4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenol