PTK 0796

Base Information

• Chemical Name: PTK 0796
• CAS No.: 389139-89-3
• Molecular Formula: C29H40N4O7
• Molecular Weight: 556.6505
• Mol file: 389139-89-3.mol

Synonyms:Amadacycline; PTK-0796

Chemical Property of PTK 0796

Chemical Property:

• Boiling Point: 837.6±65.0 °C(Predicted)
• PKA: 4.50±1.00(Predicted)
• PSA: 177.65000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 2.70630

Purity/Quality:

99%+, ^*data from raw suppliers

Omadacycline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Omadacycline is a potent an demonstrates efficacy against both Bacillus anthracis and Yersinia pestis; Also, it is a novel aminomethylcycline antibiotic in clinical development for community-acquired bacterial pneumonia (CABP).

Technology Process of PTK 0796

There total 8 articles about PTK 0796 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: 38.0%

C32H43ClN4O9 (1075240-41-3) → PTK0796 (389139-89-3)

Guidance literature:

C₃₂H₄₃ClN₄O₉; With hydrogenchloride; In water; at 70 ℃; for 23h;

In butan-1-ol; for 5h; Inert atmosphere;

With ethanolamine; calcium chloride; In water; at 108 ℃; for 2h; optical yield given as %de;

DOI:10.1016/j.tetlet.2008.08.011

Reference yield:

(4S,4aS,5aR,12aS)-9-formyl-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide (488818-70-8) + 2.2-dimethylpropylamine (5813-64-9) → Omadacycline (389139-89-3)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In methanol; water; for 42h; under 1551.49 Torr;

Reference yield:

C25H33N5O7 (835877-68-4) + pivalaldehyde (630-19-3) → Omadacycline (389139-89-3) + C25H33N5O7

Guidance literature:

With hydrogen; 1% Pd/C; In methanol; for 24h; under 1551.49 Torr;

upstream raw materials:

(4S,4aS,5aR,12aS)-9-formyl-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

2.2-dimethylpropylamine

C₂₅H₃₃N₅O₇

pivalaldehyde

Refernces

• 1、 -. "METHODS FOR SYNTHESIZING SUBSTITUTED TETRACYCLINE COMPOUNDS". Page/Page column 35. . Retrieved 2009/03/07.
• 2、 Chung, John Y.L.,Hartner, Frederick W.,Cvetovich, Raymond J.. "Synthesis development of an aminomethylcycline antibiotic via an electronically tuned acyliminium Friedel-Crafts reaction". scheme or table. p. 6095 - 6100. Retrieved 2009/04/05.