Tildipirosin

Base Information

• Chemical Name: Tildipirosin
• CAS No.: 328898-40-4
• Molecular Formula: C41H71N3O8
• Molecular Weight: 734.03
• Mol file: 328898-40-4.mol

Synonyms:Tildipirosin;

Chemical Property of Tildipirosin

Chemical Property:

• Boiling Point: 846.798 °C at 760 mmHg
• PKA: 13.18±0.70(Predicted)
• Flash Point: 465.927 °C
• PSA: 132.24000
• Density: 1.15 g/cm³
• LogP: 4.05880
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Tildipirosin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Tildipirosin is a novel 16-membered-ring macrolide used in veterinary medicine. Tildipirosin treat bacterial pathogens including Mannheimia haemolytica and Pasteurella multocida that cause respiratory tract infections in cattle and swine. Tildiprosin is a semi-synthetic antibiotic derived from a tylosin derivative by iodination and reaction with piperidine. The introduction of a third basic moiety into the tylosin core provides a wider spectrum of antibiotic action than the dibasic analogues such as tilmicosin, in particular good protection against Pasteurella in livestock. Tildipirosin’s interaction with the ribosomal site of action differs from that of tylosin and tilmicosin. Tildipirosin is a novel 16-membered-ring macrolide used in veterinary medicine. Tildipirosin treats bacterial pathogens including Mannheimia haemolytica and Pasteurella multocida that cause respiratory tract infections in cattle and swine (BRD Bovine Respiratory Disease).

Technology Process of Tildipirosin

There total 14 articles about Tildipirosin 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: 87.2%

piperidine (110-89-4) + C31H49NO10 → 20,23-dipiperidin-5-O-mycaminosyl tylonolide (328898-40-4)

Guidance literature:

With formic acid; In cyclohexane; Concentration; Reflux;

Reference yield: 72.5%

piperidine (110-89-4) + 20,23-diiodo-5-O-mycaminosyl tylonolide → 20,23-dipiperidin-5-O-mycaminosyl tylonolide (328898-40-4)

Guidance literature:

With potassium carbonate; In dichloromethane; at -5 - 45 ℃; for 5h;

Reference yield: 67.0%

piperidine (110-89-4) + C38H57NO12S → 20,23-dipiperidin-5-O-mycaminosyl tylonolide (328898-40-4)

Guidance literature:

piperidine; C₃₈H₅₇NO₁₂S; With formic acid; In ethanol; for 4h; Reflux;

With sodium hydrogencarbonate; In ethyl acetate; for 8h; Solvent; Reflux;

upstream raw materials:

piperidine

(4R,5S,6S,7R,9R,11E,13E,15S,16R)-6-(((2R,3R,4S,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-15-(iodomethyl)-5,9,13-trimethyl-7-(2-(piperidin-1-yl)ethyl)oxacyclohexadeca-11,13-diene-2,10-dione

(11E,13E)-(4R,5S,6S,7R,9R,15R,16R)-6-((2R,3R,4S,5S,6R)-4-Dimethylamino-3,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-16-ethyl-4-hydroxy-7-(2-hydroxy-ethyl)-15-hydroxymethyl-5,9,13-trimethyl-oxacyclohexadeca-11,13-diene-2,10-dione

20-piperidinyl-tylosin

Refernces

• 1、 -. "20,23-dihalogenation-5-O-mycarose amino-tylolactone and synthesizing method and application thereof". Paragraph 0072; 0073; 0074; 0075; 0076. . Retrieved 2018/07/30.
• 2、 -. "Preparation method of tildipirosin". Paragraph 0051; 0052. . Retrieved 2017/08/29.