N²,N⁶-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide

Base Information

• Chemical Name: N²,N⁶-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide
• CAS No.: 695228-49-0
• Molecular Formula: C₂₅H₂₅Cl₂N₃O₂
• Molecular Weight: 470.398
• Mol file: 695228-49-0.mol

Synonyms:N²,N⁶-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide

Chemical Property of N²,N⁶-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N²,N⁶-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide

There total 3 articles about N²,N⁶-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide 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:

2,6-Pyridinedicarbonyl dichloride (3739-94-4) + L-Phenylalaninol (3182-95-4) → N2,N6-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide (695228-49-0)

Guidance literature:

2,6-Pyridinedicarbonyl dichloride; L-Phenylalaninol; With triethylamine; In dichloromethane; for 0.166667h; Cooling with ice;

With thionyl chloride; at 20 ℃; for 2h; Reflux;

DOI:10.1002/ejic.201300107

Reference yield:

Pyridine-2,6-dicarboxylic acid (499-83-2) → N2,N6-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide (695228-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / N,N-dimethyl-formamide / 2 h / Reflux

2.1: triethylamine / dichloromethane / 0.17 h / Cooling with ice

2.2: 2 h / 20 °C / Reflux

With thionyl chloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejic.201300107

Reference yield:

N,N'-bis-[(1S)-1-(hydroxymethyl)-2-phenylethyl]-2,6-pyridinedicarboxamide (475110-11-3) → N2,N6-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide (695228-49-0)

Guidance literature:

With thionyl chloride; In chloroform; for 3h; Reflux;

DOI:10.1039/c5nj01488c

upstream raw materials:

Pyridine-2,6-dicarboxylic acid

2,6-Pyridinedicarbonyl dichloride

L-Phenylalaninol

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

Downstream raw materials:

2,6-bis<(S)-4'-benzyloxazolin-2'-yl>pyridine

Refernces

• 1、 Zhu, Yuan-Yuan,Cui, Chang,Li, Ning,Wang, Bing-Wu,Wang, Zhe-Ming,Gao, Song. "Constructing a series of azide-bridged CuII magnetic low-dimensional coordination polymers by using pybox ligands". . p. 3101 - 3111. Retrieved 2013/07/27.