Acetic Acid → HCID 13622632, compound

HRID 280957Notes

Reaction equation

HRID 280957 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C@H:12]([NH:18][C@@H:19]1[C:25](=[O:26])[N:24]([CH2:27][C:28]([OH:30])=[O:29])[C:23]2[CH:31]=[CH:32][CH:33]=[CH:34][C:22]=2[O:21][CH2:20]1)[C:13]([O:15]CC)=[O:14].C(O)(=O)C>[OH-].[Na+].CO.O>[NH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C@H:12]([NH:18][C@@H:19]1[C:25](=[O:26])[N:24]([CH2:27][C:28]([OH:30])=[O:29])[C:23]2[CH:31]=[CH:32][CH:33]=[CH:34][C:22]=2[O:21][CH2:20]1)[C:13]([OH:15])=[O:14]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 13622615HCID 13622615, compound

Product 1

HCID 13622632HCID 13622632, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of 3(S)-[9-amino-1(S)-ethoxycarbonylnonyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetic acid dihydrochloride (0.2 g) in 1N sodium hydroxide solution (6 ml) is allowed to stand for 30 minutes at room temperature. Acetic acid (1.5 ml) is added and the resulting mixture is subjected to Amberlite XAD-2 column chromatography using methanol-water (1:2) as an eluent. The eluate is concentrated in vacuo and lyophilized to yield 3(S)-[9-amino-1(S)-carboxynonyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetic acid (0.15 g) as colorless powder.

Workup

  1. concentrationThe eluate is concentrated in vacuo

Sources & evidence

ORD record
ord-fc3fcac0717c4f6b8145916a201e9d92
Source dataset
uspto-grants-1986_05
Patent number
US04591458

Reaction notes

Loading…