PDHK inhibitor

Base Information

• Chemical Name: PDHK inhibitor
• CAS No.: 243982-58-3
• Molecular Formula: C18H20F3N3O3
• Molecular Weight: 383.36
• Mol file: 243982-58-3.mol

Synonyms:Nov 3r;PDHK inhibitor;4-[(2R,5S)-2,5-dimethyl-4-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl]piperazine-1-carbonyl]benzonitrile;Benzonitrile, 4-[[(2R,5S)-2,5-dimethyl-4-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methyl-1-oxopropyl]-1-piperazinyl]carbonyl]-

Chemical Property of PDHK inhibitor

Chemical Property:

• Boiling Point: 560.2±50.0 °C(Predicted)
• PKA: 11.19±0.29(Predicted)
• PSA: 60.85000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 1.71860

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PDHK inhibitor

There total 6 articles about PDHK inhibitor 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: 72.0%

4-cyanobenzoyl chlorIde (6068-72-0) + (R)-[(2S,5R)-2-methyl-5-methyl-1-(3,3,3-trifluoro-2-hydroxy-2-methylpropionyl)piperazine] → Nov3r (243982-58-3)

Guidance literature:

With triethylamine; In dichloromethane; for 1h;

DOI:10.1021/jm990358+

Reference yield:

2,5-dimethyl-piperazine (2815-34-1,1119702-25-8) → Nov3r (243982-58-3)

Guidance literature:

Multi-step reaction with 4 steps

1: ethanol

2: via the salt with (-)-tartaric acid

3: H₂ / 10percent Pd/C / ethanol / 3 h / 2172.08 Torr

4: 72 percent / Et₃N / CH₂Cl₂ / 1 h

With hydrogen; triethylamine; 10percent Pd/C; In ethanol; dichloromethane; 1: Alkylation / 2: resolution / 3: Hydrogenolysis / 4: Acylation;

DOI:10.1021/jm990358+

Reference yield:

(-)-(2R,5S)-1-benzyl-2,5-dimethylpiperazine (216532-43-3,3138-88-3,324750-43-8,745031-35-0) → Nov3r (243982-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / ethanol / 3 h / 2172.08 Torr

2: 72 percent / Et₃N / CH₂Cl₂ / 1 h

With hydrogen; triethylamine; 10percent Pd/C; In ethanol; dichloromethane; 1: Hydrogenolysis / 2: Acylation;

DOI:10.1021/jm990358+

upstream raw materials:

4-cyanobenzoyl chlorIde

2,5-dimethyl-piperazine

(-)-(2R,5S)-1-benzyl-2,5-dimethylpiperazine

(+/-)-trans-2,5-dimethyl-4-benzyl-piperazine

Refernces

• 1、 Aicher, Thomas D.,Anderson, Robert C.,Bebernitz, Gregory R.,Coppola, Gary M.,Jewell, Charles F.,Knorr, Douglas C.,Liu, Charles,Sperbeck, Donald M.,Brand, Leonard J.,Strohschein, Robert J.,Gao, Jiaping,Vinluan, Christine C.,Shetty, Suraj S.,Dragland, Carol,Kaplan, Emma L.,DelGrande, Dominick,Islam, Amin,Liu, Xilin,Lozito, Robert J.,Maniara, Wieslawa M.,Walter, R. Erik,Mann, William R.. "(R)-3,3,3-trifluoro-2-hydroxy-2-methyl- propionamides are orally active inhibitors of pyruvate dehydrogenase kinase [2]". . p. 2741 - 2746. Retrieved 2007/10/03.