N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide

Base Information

• Chemical Name: N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide
• CAS No.: 158946-83-9
• Molecular Formula: C₂₇H₂₇N₃O₆
• Molecular Weight: 489.528
• Mol file: 158946-83-9.mol

Synonyms:N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide

Chemical Property of N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide

There total 6 articles about N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide 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: 82.0%

2,6-Pyridinedicarbonyl dichloride (3739-94-4) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide (158946-83-9)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1246/bcsj.20130092

Reference yield: 80.0%

Pyridine-2,6-dicarboxylic acid (499-83-2) + methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) → N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide (158946-83-9)

Guidance literature:

Pyridine-2,6-dicarboxylic acid; With 4-methyl-morpholine; chloroformic acid ethyl ester; In dichloromethane; at -15 ℃; for 0.166667h;

methyl (2S)-2-amino-3-phenylpropanoate; In dichloromethane; at -15 - 20 ℃; for 15h;

DOI:10.5560/ZNB.2012-0116

Reference yield:

2,6-Pyridinedicarbonyl dichloride (3739-94-4) → N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide (158946-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KOH / tetrahydrofuran / 1.) 0-5 deg C, 3-4 h, 2.) room temperature, 30 min

2: SOCl₂ / 0 °C

With potassium hydroxide; thionyl chloride; In tetrahydrofuran;

DOI:10.1080/00397919908086251

upstream raw materials:

2,6-Pyridinedicarbonyl dichloride

methyl (2S)-2-amino-3-phenylpropanoate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

L-phenylalanine

Downstream raw materials:

N,N'-bis-[(1S)-1-(hydroxymethyl)-2-phenylethyl]-2,6-pyridinedicarboxamide

C₄₉H₅₃N₉O₇

C₄₁H₅₃N₉O₇

C₄₉H₅₁N₇O₈