反応 #709618

反応方程式

p-nitrobenzyl (1R,5R,6S)-6-[(1R)-1-hydroxyethyl]-1-methyl-2-oxo-1-carbapenam-3-carboxylate

2-(4-methyl-3-oxopiperazin-1-yl)-2-iminoethylmercaptan hydrochloride

→

title compound

収率 9.1%

(1R,5S,6S)-2-[2-(4-Methyl-3-oxopiperazin-1-yl)-2-iminoethylthio]-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylic acid

収率 9.1%

反応条件

後処理

1. 1
   ろ過After hydrogenation and filtration over "Celite" (Trade Mark)
2. 2
   ろ過filter aid
3. 3
   抽出the filtrate was extracted twice with 20 ml portions of diethyl ether
4. 4
   濃縮The aqueous phase was concentrated by evaporation under reduced pressure
5. 5
   その他the residue was purified by chromatography through a Lobar column (Merck "LiChloprep RP-8", size B, two columns)
6. 6
   洗浄eluted with 2% aqueous methanol

実験手順

The procedure of Example 1(3) was repeated, except that 100 mg of p-nitrobenzyl (1R,5R,6S)-6-[(1R)-1-hydroxyethyl]-1-methyl-2-oxo-1-carbapenam-3-carboxylate and 90 mg of 2-(4-methyl-3-oxopiperazin-1-yl)-2-iminoethylmercaptan hydrochloride were used. After hydrogenation and filtration over "Celite" (Trade Mark) filter aid, the filtrate was extracted twice with 20 ml portions of diethyl ether. The aqueous phase was concentrated by evaporation under reduced pressure, and the residue was purified by chromatography through a Lobar column (Merck "LiChloprep RP-8", size B, two columns), eluted with 2% aqueous methanol, to give 10 mg of the title compound.

出典