Sodium Hydroxide → HCID 19389013, compound

HRID 1757860Notes

Reaction equation

HRID 1757860 reaction equation
C([O:3][C:4](=[O:49])[CH2:5][CH2:6][CH2:7][N:8]([C:17]1[CH:22]=[C:21]([C:23]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[O:24])[CH:20]=[C:19]([C:36]([NH:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])=[O:37])[CH:18]=1)[CH2:9][CH2:10][CH2:11][C:12]([O:14]CC)=[O:13])C.[OH-].[Na+]>CO>[CH2:26]([NH:25][C:23]([C:21]1[CH:22]=[C:17]([N:8]([CH2:7][CH2:6][CH2:5][C:4]([OH:49])=[O:3])[CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])[CH:18]=[C:19]([C:36]([NH:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])=[O:37])[CH:20]=1)=[O:24])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19389017HCID 19389017, compound

Product 1

HCID 19389013HCID 19389013, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.099 g (0.14 mmol) of 4-[[3,5-bis[(decylamino)carbonyl]phenyl](4-ethoxy-4-oxobutyl)amino]butanoic acid ethyl ester and 0.6 ml (0.6 mmol) of 1N NaOH in 4 ml of methanol waskept at room temperature for 17 hours. The solvent was removed at reduced pressure and the residue was dissolved in water and acidified with 0.04 mlof acetic acid. The precipitate was filtered and recrystallized from methanol to give 0.046 g (51% yield, mp 154°-156°) of 4-[[3,5-bis[(decylamino)carbonyl]phenyl](4-hydroxy-4-oxobutyl)amino]butanoic acid.

Workup

  1. customThe solvent was removed at reduced pressure
  2. dissolutionthe residue was dissolved in water
  3. filtrationThe precipitate was filtered
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-a264ecd21fa24d13a0d89b818a67abc6
Source dataset
uspto-grants-1995_08
Patent number
US05446189

Reaction notes

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