Reaktion #1579986

Reaktionsgleichung

p-nitrobenzyl (1R,5S,6S)-2-diphenoxyphosphoryloxy-6-[(R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate

(2S,4S)-4-mercapto-2-(N-methylpiperidin-4-yl)-N-(p-nitrobenzyloxycarbonyl)pyrrolidine hydrochloride

→

N,N-diisopropylethylamine

p-nitrobenzyl (1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-methyl-1-[(2S,4S)-2-(N-methylpiperidin-4-yl)pyrrolidin-4-yl-thio]-1-carbapen-2-em-3-carboxylate

Ausbeute 79.5%

Reaktionsbedingungen

Vorschrift

The same procedure as in Example 49-1) was carried out by using p-nitrobenzyl (1R,5S,6S)-2-diphenoxyphosphoryloxy-6-[(R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate (3.86 g, 6.5 mmol), (2S,4S)-4-mercapto-2-(N-methylpiperidin-4-yl)-N-(p-nitrobenzyloxycarbonyl)pyrrolidine hydrochloride (2.88 g, 6.9 mmol, the compound of Reference Example 38 and N,N-diisopropylethylamine (2.61 ml, 15 mmol) to obtain p-nitrobenzyl (1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-methyl-1-[(2S,4S)-2-(N-methylpiperidin-4-yl)pyrrolidin-4-yl-thio]-1-carbapen-2-em-3-carboxylate (3.74 g, yield: 79.5%). Various spectra data of this compound agreed to the data of the compound obtained in Example 49-1). ##STR1223##

Quelle