1003024-01-8

Basic information

• Product Name: 20-Deoxo-5-O-[3,6-dideoxy-3-(diMethylaMino)-β-D-glucopyranosyl]-20-(1-piperidinyl)tylonolide
• Synonyms: 20-Deoxo-5-O-[3,6-dideoxy-3-(diMethylaMino)-β-D-glucopyranosyl]-20-(1-piperidinyl)tylonolide;20-Deoxo-5-O-[3,6-dideoxy-3-(dimethylamino)-beta-D-glucopyranosyl]-20-(1-piperidinyl)tylonolide;(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4S,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-15-(hydroxymethyl)-5,9,13-trimethyl-7-(2-piperidin-1-ylethyl)-1-oxacyclohexadeca-11,13-diene-2,10-dione
• CAS NO: 1003024-01-8
• Molecular Formula: C36H62N2O9
• Molecular Weight: 666.88548
• Product Categories: Carbohydrates & Derivatives, Heterocycles, Intermediates, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1003024-01-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 20-Deoxo-5-O-[3,6-dideoxy-3-(diMethylaMino)-β-D-glucopyranosyl]-20-(1-piperidinyl)tylonolide(CAS DataBase Reference)
• NIST Chemistry Reference: 20-Deoxo-5-O-[3,6-dideoxy-3-(diMethylaMino)-β-D-glucopyranosyl]-20-(1-piperidinyl)tylonolide(1003024-01-8)
• EPA Substance Registry System: 20-Deoxo-5-O-[3,6-dideoxy-3-(diMethylaMino)-β-D-glucopyranosyl]-20-(1-piperidinyl)tylonolide(1003024-01-8)

Safety Data

• Hazardous Substances Data: 1003024-01-8(Hazardous Substances Data)

Usage

Description

20-Deoxo-5-O-[3,6-dideoxy-3-(dimethylamino)-β-D-glucopyranosyl]-20-(1-piperidinyl)tylonolide is a complex organic compound that serves as an intermediate in the synthesis of Tildipirosin (T440150), a novel 16-membered-ring macrolide with significant applications in the field of veterinary medicine.

Uses

Used in Veterinary Medicine:
20-Deoxo-5-O-[3,6-dideoxy-3-(dimethylamino)-β-D-glucopyranosyl]-20-(1-piperidinyl)tylonolide is used as an intermediate in the synthesis of Tildipirosin (T440150) for its application in veterinary medicine. Tildipirosin is a 16-membered-ring macrolide that exhibits potent antimicrobial properties, making it a valuable asset in the treatment and prevention of various bacterial infections in animals. Its use contributes to maintaining the health and well-being of livestock and reducing the spread of infectious diseases in the animal population.

Upstream product

• 1401-69-0 tylosin 
• 110-89-4 piperidine 
• 91661-38-0 (4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-(((2R,3R,4S,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-15-((((2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)-5,9,13-trimethyl-7-(2-(piperidin-1-yl)ethyl)oxacyclohexadeca-11,13-diene-2,10-dione 
• 1003024-00-7 20-piperidinyl-tylosin 

Relevant articles and documents

Synthesis and purification method of tildipirosin

The invention discloses a synthesis and purification method of tildipirosin. The method comprises the following steps of dissolving tylosin phosphate in an organic solvent, adding formic acid and piperidine, and performing a heating reaction; performing cooling, adding water and hydrobromic acid, and performing standing for layering; hydrolyzing an aqueous solution A, performing cooling, adding the organic solvent, and performing standing for layering; adding alkali into a water phase to adjust the pH value to 6.5-7.0, adding the organic solvent and alkali to adjust the pH value to be greater than 13, performing standing for layering to obtain a filtrate, and controlling the water content to be less than 0.1% through atmospheric distillation; adding triphenylphosphine and pyridine, performing heating, dropwise adding an iodine solution, continuously reacting, performing cooling, adding alkali for quenching, and performing standing for layering; adding an alkali catalyst and piperidine into the filtrate C, performing a heating reaction, performing cooling, adding acid to adjust the pH value to 6.20-6.80, and performing standing for layering; adding the organic solvent into the water phase, and performing standing for layering; and continuously adding the organic solvent and the alkali into the water phase to adjust the pH value to be greater than 13, and performing standing for layering to obtain a filtrate D. The method is simple to operate, mild in reaction condition, low in cost and high in product yield, and the purity and content of the obtained tildipirosin are both greater than 99%; and the method is beneficial to industrial production.

Novel 16-member triamilide derivatives and uses thereof

The invention discloses 20,23-modified novel derivatives of 16-membered demycarosyltylonolide antibiotics, which are useful against bacterial and mycoplasmic pathogens in humans and animals. Also claimed are pharmaceutical compositions of such derivatives and their use in treating bacterial and mycoplasmic infections in humans and animals.