Sodium Hydroxide → HCID 21459744, compound

HRID 1941098Notes

Reaction equation

HRID 1941098 reaction equation
C(O[CH:6]([N:29]=[C:30]=[O:31])[CH2:7][CH2:8][NH:9][C:10](=[O:28])[NH:11][C:12]1[CH:13]=[C:14]([CH:25]=[CH:26][CH:27]=1)[C:15]([NH:17][CH2:18][CH2:19][C:20]([O:22]CC)=[O:21])=[O:16])(C)(C)C.[OH-:32].[Na+]>C(O)C>[C:14]([O:32][C:30]([NH:29][CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:28])[NH:11][C:12]1[CH:13]=[C:14]([CH:25]=[CH:26][CH:27]=1)[C:15]([NH:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[O:16])=[O:31])([CH3:25])([CH3:15])[CH3:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86751768HCID 86751768, compound

Product 1

HCID 21459744HCID 21459744, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.61 g (1.33 mmol) of ethyl 3-(3-(3-(3-tert-butyloxy-carbonylaminopropyl)ureido)benzoylamino)propionate is dissolved in 50 ml of ethanol and treated with 0.73 ml of 2N NaOH. After 25 h at room temperature, the solvent is removed in vacuo and the residue is treated with 20 ml of water and 20 ml of ethyl acetate and acidified with citric acid. The phases are separated and the aqueous phase is extracted a further two times with 20 ml of ethyl acetate each time. After drying (MgSO4), the solvent is removed in vacuo and the residue (0.62 g) is employed without further purification.

Workup

  1. customthe solvent is removed in vacuo
  2. additionthe residue is treated with 20 ml of water and 20 ml of ethyl acetate
  3. customThe phases are separated
  4. extractionthe aqueous phase is extracted a further two times with 20 ml of ethyl acetate each time
  5. dry with materialAfter drying (MgSO4)
  6. customthe solvent is removed in vacuo
  7. customthe residue (0.62 g) is employed without further purification

Sources & evidence

ORD record
ord-1b43deb96a7a4b1b8021d4b9f995d988
Source dataset
uspto-grants-1997_12
Patent number
US05703050

Reaction notes

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