Potassium Hydroxide → HCID 136364557, compound
Reaction equation
CO[C@H](C([O:12][CH2:13][CH2:14][C:15]1[C:23]2[CH:22]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([N+:30]([O-:32])=[O:31])[CH:25]=3)[C:21]([C:33]([O:35][CH2:36][CH3:37])=[O:34])=[C:20]([CH3:38])[NH:19][C:18]=2[S:17][N:16]=1)=O)C1C=CC=CC=1.[OH-].[K+]>C(O)C>[OH:12][CH2:13][CH2:14][C:15]1[C:23]2[CH:22]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([N+:30]([O-:32])=[O:31])[CH:25]=3)[C:21]([C:33]([O:35][CH2:36][CH3:37])=[O:34])=[C:20]([CH3:38])[NH:19][C:18]=2[S:17][N:16]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In an argon stream, 5 ml of ethanol was added to 175 mg (0.329 mM) of (-)-ethyl 3-[2-((S)-alpha-methoxybenzylcarbonyloxy)ethyl]-6-methyl-4-(3-nitrophenyl)-4,7-dihydroisothiazolo[5,4-b]pyridine-5-carboxylate obtained in Example 55 to form a solution. While the solution was cooled with ice-sodium chloride, 7 ml of a 7% aqueous solution of potassium hydroxide was added, and the mixture was stirred at the above temperature for 5 minutes. The reaction mixture was extracted with ethyl acetate. The ethyl acetate layer was washed successively with a saturated aqueous solution of sodium hydrogen carbonate, water and a saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give (-)-ethyl 3-(2-hydroxyethyl)-6-methyl-4-(3-nitrophenyl)-4,7-dihydroisothiazolo[5,4-b]pyridine-5-carboxylate quantitatively.