Lithium hydroxide, monohydrate → HCID 57713978, compound

HRID 1984557Notes

Reaction equation

HRID 1984557 reaction equation
C[O:2][C:3](=[O:29])[C:4]([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)[CH2:5][CH:6]([CH3:8])[CH3:7].O.[OH-].[Li+]>O1CCCC1.O>[OH:28][C:4]([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)([CH2:5][CH:6]([CH3:8])[CH3:7])[C:3]([OH:29])=[O:2]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 57713983HCID 57713983, compound

Product 1

HCID 57713978HCID 57713978, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 430 mg (1.09 mmol) (R/S)-2-hydroxy-4-methyl-2-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-pentanoic acid methyl ester in 6 ml tetrahydrofuran and of 50.1 mg (1.19 mmol) lithiumhydroxide monohydrate in 3 ml water was stirred overnight at room temperature. The solvent was evaporated and the residue extracted at pH 1 with ethylacetate to yield 390 mg (94%) (R/S)-2-hydroxy-4-methyl-2-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-pentanoic acid, MS (m/e): 381.0 (M−H)−.

Workup

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

Sources & evidence

ORD record
ord-1a14402d1e7244789d3e61d25e3e242e
Source dataset
uspto-grants-2009_06
Patent number
US07544679B2

Reaction notes

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