Sodium Hydroxide → HCID 22862763, compound

HRID 1735836Notes

Reaction equation

HRID 1735836 reaction equation
C([O:3][C:4](=[O:34])[C@H:5]([NH:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=1)[C@@H:6]([OH:23])[C@@H:7]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)C.[OH-].[Na+]>O1CCCC1.O>[C:19]([O:18][C:16]([NH:15][C@@H:7]([CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[C@H:6]([OH:23])[C@@H:5]([NH:24][CH2:25][C:26]1[CH:27]=[CH:28][C:29]([O:32][CH3:33])=[CH:30][CH:31]=1)[C:4]([OH:34])=[O:3])=[O:17])([CH3:22])([CH3:20])[CH3:21]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 53856534HCID 53856534, compound

Product 1

HCID 22862763HCID 22862763, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

9 g of 4(S)-tert-butoxycarbonylamino-3(S)-hydroxy-2(R)-(4-methoxybenzylamino)-5-phenyl-pentanoic acid ethylester are dissolved in 300 ml of tetrahydrofuran and 22 ml of 1 N aqueous sodium hydroxide solution are added. The reaction mixture is stirred for 16 hours at room temperature and diluted with 300 ml of water. Tetrahydrofuran is evaporated and the aqueous solution is washed with ethyl acetate. Acidification with 1N HCl leads to a white precipitate which is filtered off and dried (m.p.: 203°-206°).

Workup

  1. customTetrahydrofuran is evaporated
  2. washthe aqueous solution is washed with ethyl acetate
  3. filtrationis filtered off
  4. customdried (m.p.: 203°-206°)

Sources & evidence

ORD record
ord-af0424180e3144d5be18addd63a14e28
Source dataset
uspto-grants-1996_07
Patent number
US05538997

Reaction notes

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