(S)-4-benzyl-2-(1,8-naphthyridin-2-yl)-4,5-dihydrooxazole

Base Information

• Chemical Name: (S)-4-benzyl-2-(1,8-naphthyridin-2-yl)-4,5-dihydrooxazole
• CAS No.: 1772625-41-8
• Molecular Formula: C₁₈H₁₅N₃O
• Molecular Weight: 289.337
• Mol file: 1772625-41-8.mol

Synonyms:

Chemical Property of (S)-4-benzyl-2-(1,8-naphthyridin-2-yl)-4,5-dihydrooxazole

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-benzyl-2-(1,8-naphthyridin-2-yl)-4,5-dihydrooxazole

There total 4 articles about (S)-4-benzyl-2-(1,8-naphthyridin-2-yl)-4,5-dihydrooxazole 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: 84.0%

(S)-N-(1-chloro-3-phenylpropan-2-yl)-1,8-naphthyridine-2-carboxamide → (S)-4-benzyl-2-(1,8-naphthyridin-2-yl)-4,5-dihydrooxazole (1772625-41-8)

Guidance literature:

With sodium hydroxide; In ethanol; for 3h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1016/j.ica.2018.11.014

Reference yield:

1,8-naphthyridine-2-carboxylic acid (215523-34-5) → (S)-4-benzyl-2-(1,8-naphthyridin-2-yl)-4,5-dihydrooxazole (1772625-41-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / benzene / 3 h / 0 - 65 °C / Inert atmosphere; Schlenk technique

2.1: triethylamine / tetrahydrofuran / 0 °C / Inert atmosphere; Schlenk technique

2.2: 24 h / 30 °C / Inert atmosphere; Schlenk technique

3.1: thionyl chloride / 1,2-dichloro-ethane / 3 h / Inert atmosphere; Schlenk technique; Reflux

4.1: sodium hydroxide / ethanol / 3 h / Inert atmosphere; Schlenk technique; Reflux

With thionyl chloride; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; ethanol; 1,2-dichloro-ethane; benzene;

DOI:10.1016/j.ica.2018.11.014

Reference yield:

1,8-naphthyridine-2-carbonyl chloride → (S)-4-benzyl-2-(1,8-naphthyridin-2-yl)-4,5-dihydrooxazole (1772625-41-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 0 °C / Inert atmosphere; Schlenk technique

1.2: 24 h / 30 °C / Inert atmosphere; Schlenk technique

2.1: thionyl chloride / 1,2-dichloro-ethane / 3 h / Inert atmosphere; Schlenk technique; Reflux

3.1: sodium hydroxide / ethanol / 3 h / Inert atmosphere; Schlenk technique; Reflux

With thionyl chloride; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; 1,2-dichloro-ethane;

DOI:10.1016/j.ica.2018.11.014

upstream raw materials:

1,8-naphthyridine-2-carboxylic acid