Home > Organosulfur Compounds> (2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-ethylpiperidine-2-carboxamide

(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-ethylpiperidine-2-carboxamide

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Origin: China

Cas No: 79548-73-5

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 80 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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CAS No.: 79548-73-5 Formula: C17H31ClN2O5S Molecular Weight: 410.95600

Description

Pirlimycin hydrochloride belongs to the lincosamide class of antimicrobials. Under the trade name Pirsue, it is used in the treatment of mastitis in cattle.

Basic Info

Chemical Name	(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-ethylpiperidine-2-carboxamide
Synonyms	Pirlimycin; Pirlimycine; UNII-LM19JT6G5K; Pirlimycinum; Pirlimycina;
CAS No.	79548-73-5
Molecular Formula	C17H31ClN2O5S
Molecular Weight	410.95600
PSA	136.35000
LogP	0.76700

Properties

Density	1.31g/cm3
Boiling Point	643.9ºC at 760 mmHg
Flash Point	343.2ºC
Refractive Index	1.574

Synthesis Route

N-[(1S,2R)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-ethylpyridine-2-carboxamide→(2R-cis)-4-ethylpipecolamide of methyl (7S)-7-chloro-7-deoxythiolincosamide+(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-ethylpiperidine-2-carboxamide
(2R,3R,4S,5R,6R)-2-[(1S,2S)-1-amino-2-chloropropyl]-6-methylsulfanyloxane-3,4,5-triol→(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-ethylpiperidine-2-carboxamide
4-ethyl-2-pyridinecarboxylic 3-methylbutanoic anhydride→(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-ethylpiperidine-2-carboxamide

Precursor

(2R,3R,4S,5R,6R)-2-[(1S,2S)-1-amino-2-chloropropyl]-6-methylsulfanyloxane-3,4,5-triol
4-ethyl-2-pyridinecarboxylic 3-methylbutanoic anhydride
N-[(1S,2R)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-ethylpyridine-2-carboxamide

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