Acetic Acid → HCID 70429506, compound

HRID 980631Notes

Reaction equation

HRID 980631 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C@@H:11]([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][CH:18]1[NH2:33])[C:12]([O:14]CC)=[O:13].C(O)(=O)C>[OH-].[Na+]>[NH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C@@H:11]([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][CH:18]1[NH2:33])[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 70430416HCID 70430416, compound

Product 1

HCID 70429506HCID 70429506, compoundYield 84.9%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

In 10 ml of 1N aqueous sodium hydroxide solution is dissolved 0.35 g of 3(R)-[8-amino-1(S)-ethoxycarbonyloctyl]-amino-4-oxo-2, 3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid dihydrochloride, and the solution is left standing at room temperature for 30 minutes. Acetic acid (2.5 ml) is added to the solution and the resulting mixture is purified by Amberlite XAD-2 column chromatography (methanol:water=1:2). The eluate is concentrated under reduced pressure and lyophilized to give 0.24 g of 3(R)-[8-amino-1(S)-carboxyoctyl]-amino-4-oxo-2, 3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid as a colorless powder.

Workup

  1. waitthe solution is left
  2. customthe resulting mixture is purified by Amberlite XAD-2 column chromatography (methanol:water=1:2)
  3. concentrationThe eluate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-538c7b69487a4fe59bb465e15df64aab
Source dataset
uspto-grants-1987_01
Patent number
US04638000

Reaction notes

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