- Production Method of Pirlimycin
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Pirlimycin (CAS NO.: ), with its systematic name of L-threo-alpha-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-((((2S,4R)-4-ethyl-2-piperidinyl)carbonyl)amino)-1-thio-, could be produced through many synthetic methods.
Following is one of the reaction routes:
The condensation of 4-ethylpyridine-2-carboxylic acid (I) with methyl-6-amino-7-chloro-6,7,8-trideoxy-1-thio-L-threo-alpha-D-galacto-octopyranoside (II) by means of isobutyl chloroformate (A) and triethylamine in acetonitrile gives the corresponding amide (III), which is then hydrogenated with H2 over PtO2 in methanol - water - HCl.
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