N1-(2,2,6,6-tetraMethylpiperidin-4-yl)-N2-p-tolyloxalaMide

Base Information

• Chemical Name: N1-(2,2,6,6-tetraMethylpiperidin-4-yl)-N2-p-tolyloxalaMide
• CAS No.: 144217-65-2
• Molecular Formula: C₁₈H₂₇N₃O₂
• Molecular Weight: 317.431
• Mol file: 144217-65-2.mol

Synonyms:N-(2,2,6,6-Tetramethyl-piperidin-4-yl)-N'-p-tolyl-oxalamide;

Chemical Property of N1-(2,2,6,6-tetraMethylpiperidin-4-yl)-N2-p-tolyloxalaMide

Chemical Property:

• PKA: 11.61±0.70(Predicted)
• PSA: 70.23000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 3.15160
• Solubility.: Limited solubility

Purity/Quality:

99%+, ^*data from raw suppliers

YYA-021 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: YYA-021 is a small molecule CD4 mimic HIV entry inhibitor that can suppress competitively the interaction between an HIV-1 envelope glycoprotein gp120 and a cellular surface protein CD4.

Technology Process of N1-(2,2,6,6-tetraMethylpiperidin-4-yl)-N2-p-tolyloxalaMide

There total 4 articles about N1-(2,2,6,6-tetraMethylpiperidin-4-yl)-N2-p-tolyloxalaMide 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:

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE (36768-62-4) + 2-oxo-2-(p-tolylamino)acetic acid (42868-89-3) → YYA-021 (144217-65-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2009.10.098

Reference yield:

p-toluidine (106-49-0,12221-03-3) → YYA-021 (144217-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 20 °C / Sealed tube

2: acetonitrile / 6 h / 100 °C

With N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/acscombsci.5b00091

Reference yield:

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE (36768-62-4) + C11H10F3NO3 → YYA-021 (144217-65-2)

Guidance literature:

In acetonitrile; at 100 ℃; for 6h;

DOI:10.1021/acscombsci.5b00091

upstream raw materials:

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

2-oxo-2-(p-tolylamino)acetic acid

p-toluidine

ethyl 2-[(4-methylphenyl)amino]-2-oxoacetate

Refernces

• 1、 Yamada, Yuko,Ochiai, Chihiro,Yoshimura, Kazuhisa,Tanaka, Tomohiro,Ohashi, Nami,Narumi, Tetsuo,Nomura, Wataru,Harada, Shigeyoshi,Matsushita, Shuzo,Tamamura, Hirokazu. "CD4 mimics targeting the mechanism of HIV entry". experimental part. p. 354 - 358. Retrieved 2010/04/05.