HCID 13455633, compound → HCID 23700899, compound

HRID 2164874Notes

Reaction equation

HRID 2164874 reaction equation
[OH-].[Na+:2].C(O)C.[C:6]1([CH:12]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[N:13]2[CH2:18][CH2:17][N:16]([C:19]([C@@H:21]([NH:26][C:27]([C@@H:29]3[O:31][C@H:30]3[C:32]([O:34]CC)=[O:33])=[O:28])[CH2:22][CH:23]([CH3:25])[CH3:24])=[O:20])[CH2:15][CH2:14]2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(O)C>[C:6]1([CH:12]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[N:13]2[CH2:18][CH2:17][N:16]([C:19]([C@@H:21]([NH:26][C:27]([C@@H:29]3[O:31][C@H:30]3[C:32]([O-:34])=[O:33])=[O:28])[CH2:22][CH:23]([CH3:25])[CH3:24])=[O:20])[CH2:15][CH2:14]2)[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1.[Na+:2]

Participants

4

Reactant 2

HCID 13455633HCID 13455633, compoundHCID 23692425Sodium hydroxide ethanol

Product 1

HCID 23700899HCID 23700899, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Under cooling with ice, a 0.48N sodium hydroxide-ethanol solution (54.2 ml) was added dropwise to an ethanol solution (70 ml) of ethyl trans-3-[(s)-1-(4-diphenylmethylpiperazine-1-yl carbonyl)-3-methylbutyl carbamoyl]oxirane-2-carboxylate (13.2 g) obtained above. After stirring at room temperature for 3 hours, the solvent was removed by distillation under reduced pressure, and the reaction mixture was further dried under reduced pressure to yield 12.4 g of sodium trans-3-[(s)-1-(4-diphenylmethylpiperazine-1-yl carbonyl)-3-methylbutylcarbamoyl]oxirane-2-carboxylate as a light yellow powder (yield: 95%).

Workup

  1. temperatureUnder cooling with ice
  2. customobtained above
  3. customthe solvent was removed by distillation under reduced pressure
  4. customthe reaction mixture was further dried under reduced pressure

Sources & evidence

ORD record
ord-c610a5579ad34d63bd07397037aba132
Source dataset
uspto-grants-1985_03
Patent number
US04507297

Reaction notes

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