Acetic Acid → HCID 13622628, compound

HRID 280943Notes

Reaction equation

HRID 280943 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH2:5][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[O:19][CH2:18]1)[C:11]([O:13]CC)=[O:12].C(O)(=O)C>[OH-].[Na+]>[NH2:3][CH2:4][CH2:5][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[O:19][CH2:18]1)[C:11]([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 13622609HCID 13622609, compound

Product 1

HCID 13622628HCID 13622628, compoundYield 77.9%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

In 15 ml of 1N sodium hydroxide solution is dissolved 0.5 g of 3(S)-[7-amino-1(S)-ethoxycarbonylheptyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetic acid dihydrochloride obtained in Example 68, and the solution is allowed to stand at room temperature for 30 minutes. Acetic acid (3.5 ml) is added to the solution and the mixture is purified by Amberlite XAD-2 column chromatography (methanol:water=1:2). The eluate is concentrated under reduced pressure and lyophilized to give 0.31 g of 3(S)-[7-amino-1(S)-carboxyheptyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetic acid as a colorless powder.

Workup

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

Sources & evidence

ORD record
ord-cb21b2a50bbf4f0dbbb2e0c2100350f0
Source dataset
uspto-grants-1986_05
Patent number
US04591458

Reaction notes

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