Lithium Hydroxide → HCID 57713962, compound

HRID 1984548Notes

Reaction equation

HRID 1984548 reaction equation
C([O:3][C:4](=[O:29])[C:5]([OH:28])([C:9](=[O:27])[NH:10][C@@H:11]1[C:17](=[O:18])[NH:16][C:15]2[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=2[C:13]2[CH:23]=[CH:24][CH:25]=[CH:26][C:12]1=2)[CH2:6][CH2:7][CH3:8])C.[OH-].[Li+]>O1CCCC1.O>[OH:28][C:5]([C:9](=[O:27])[NH:10][C@@H:11]1[C:17](=[O:18])[NH:16][C:15]2[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=2[C:13]2[CH:23]=[CH:24][CH:25]=[CH:26][C:12]1=2)([CH2:6][CH2:7][CH3:8])[C:4]([OH:29])=[O:3]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 57713982HCID 57713982, compound

Product 1

HCID 57713962HCID 57713962, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 600 mg (2 mmol) (R/S)-2-hydroxy-2-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-pentanoic acid ethyl ester in 8 ml tetrahydrofuran and of 70.0 mg (2 mmol) lithiumhydroxide in 4 ml water was stirred overnight at room temperature. The solvent was evaporated and the residue extracted at pH 1 with ethylacetate to yield 450 mg (81%) (R/S)-2-hydroxy-2-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-pentanoic acid, MS (m/e): 367.1 (M−H)−.

Workup

  1. customThe solvent was evaporated
  2. extractionthe residue extracted at pH 1 with ethylacetate

Sources & evidence

ORD record
ord-ecdb11c02380410588562f947e5762f6
Source dataset
uspto-grants-2009_06
Patent number
US07544679B2

Reaction notes

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