Sodium Hydroxide → HCID 13375141, compound

HRID 649379Notes

Reaction equation

HRID 649379 reaction equation
[OH-].[Na+].Cl.Cl.[NH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@H:10]([NH:16][C@@H:17]1[C:23](=[O:24])[N:22]([CH2:25][C:26]([OH:28])=[O:27])[C:21]2[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=2[S:19][CH2:18]1)[C:11]([O:13]CC)=[O:12]>C(O)(=O)C>[NH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@H:10]([NH:16][C@@H:17]1[C:23](=[O:24])[N:22]([CH2:25][C:26]([OH:28])=[O:27])[C:21]2[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=2[S:19][CH2:18]1)[C:11]([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13454603HCID 13454603, compound

Product 1

HCID 13375141HCID 13375141, compoundYield 632.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 4 ml of 1N aqueous sodium hydroxide solution is added 0.2 g of 3(R)-[5-amino-1(S)-ethoxycarbonylpentyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid.dihydrochloride as obtained in Example 54, and the mixture is stirred at room temperature for 1.5 hours. Acetic acid (1 ml) is added to the raction solution to make the solution weakly acidified, followed by purification by Amberlite XAD-2 column chromatography (methanol:water=3:7). The eluent is concentrated under reduced pressure, and the residue is lyophilized to give 1.0 g of 3(R)-[5-amino-1(S)-carboxypentyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid as a colorless powder.

Workup

  1. customas obtained in Example 54
  2. customfollowed by purification by Amberlite XAD-2 column chromatography (methanol:water=3:7)
  3. concentrationThe eluent is concentrated under reduced pressure

Sources & evidence

ORD record
ord-e192ff7598434171a7ae3d63f652dc9f
Source dataset
uspto-grants-1988_04
Patent number
US04739066

Reaction notes

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