Sodium Hydroxide → HCID 57192358, compound

HRID 259768Notes

Reaction equation

HRID 259768 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[CH:8][S:9][C:10]=1[CH2:11][CH2:12][NH:13][C:14](=[O:38])[C@H:15]([CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[NH:16][C@H:17]([C:28]([OH:30])=[O:29])[CH2:18][C:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[NH:21][CH:20]=1)=[O:5])C.[OH-].[Na+]>CO>[C:4]([C:6]1[N:7]=[CH:8][S:9][C:10]=1[CH2:11][CH2:12][NH:13][C:14](=[O:38])[C@H:15]([CH2:31][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)[NH:16][C@H:17]([C:28]([OH:30])=[O:29])[CH2:18][C:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[NH:21][CH:20]=1)([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57165826HCID 57165826, compound

Product 1

HCID 57192358HCID 57192358, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture comprising 535 mg of the product prepared in Example 11, 4-ethoxycarbonyl-5-{2-[N-((1S)-1-carboxy-2-(3-indolyl)ethyl)-(L)-phenylalanyl]aminoethyl}thiazole, 1.5 ml of 2N sodium hydroxide solution and 2 ml of methanol was stirred for 2 hours under ice-cooling. After the solvent was removed by evaporation, 1.5 ml of 2N hydrochloric acid solution was added to the residue. The obtained solid was collected by filtration and washed successively with water and then ether to give 285 mg of 4-carboxy-5-{2-[N-((1S)-1-carboxy-2-(3-indolyl)ethyl)-(L)-phenylalanyl]aminoethyl}thiazole.

Workup

  1. temperaturecooling
  2. customAfter the solvent was removed by evaporation, 1.5 ml of 2N hydrochloric acid solution
  3. additionwas added to the residue
  4. filtrationThe obtained solid was collected by filtration
  5. washwashed successively with water

Sources & evidence

ORD record
ord-bb68a22d06964e398680b6c2a93cb0aa
Source dataset
uspto-grants-1996_06
Patent number
US05523313

Reaction notes

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