HCID 13455637, compound → HCID 23700902, compound

HRID 1982511Notes

Reaction equation

HRID 1982511 reaction equation
[OH-].[Na+:2].C(O)C.[CH3:6][CH:7]([CH3:42])[CH2:8][C@H:9]([NH:31][C:32]([C@H:34]1[O:36][C@@H:35]1[C:37]([O:39]CC)=[O:38])=[O:33])[C:10]([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[C:20]=2[O:29][CH3:30])[CH2:14][CH2:13]1)=[O:11]>C(O)C>[CH3:6][CH:7]([CH3:42])[CH2:8][C@H:9]([NH:31][C:32]([C@H:34]1[O:36][C@@H:35]1[C:37]([O-:39])=[O:38])=[O:33])[C:10]([N:12]1[CH2:13][CH2:14][N:15]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[C:20]=2[O:29][CH3:30])[CH2:16][CH2:17]1)=[O:11].[Na+:2]

Participants

4

Reactant 2

HCID 13455637HCID 13455637, compoundHCID 23692425Sodium hydroxide ethanol

Product 1

HCID 23700902HCID 23700902, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Under cooling with ice, a 0.47N sodium hydroxide-ethanol solution (4.15 ml) was added to an ethanol solution (7.5 ml) of ethyl (2S,3S)-3-[(s)-3-methyl-1-{4-(2,3,4-trimethoxyphenylmethyl)piperazine-1-yl carbonyl}butylcarbamoyl]-oxirane-2-carboxylate (1.04 g), and the mixture was stirred at room temperature for 2.5 hours. After removal of ethanol by distillation under reduced pressure, water was added, and any insoluble matters were removed by filtration. The filtrate was concentrated and dried under reduced pressure to yield 1.00 g of sodium (2S,3S)-3-[(s)-3-methyl-1-{4-(2,3,4-trimethoxyphenylmethyl)piperazine-1-yl carbonyl}butylcarbamoyl]-oxirane-2-carboxylate as a light yellow powder (yield: 97%).

Workup

  1. temperatureUnder cooling with ice
  2. customAfter removal of ethanol
  3. distillationby distillation under reduced pressure, water
  4. additionwas added
  5. customany insoluble matters were removed by filtration
  6. concentrationThe filtrate was concentrated
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-465cce4de17a496f851d3ab74a489426
Source dataset
uspto-grants-1986_06
Patent number
US04596803

Reaction notes

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