Lithium Hydroxide → HCID 86754481, compound

HRID 1597633Notes

Reaction equation

HRID 1597633 reaction equation
C([O:3][C:4](=[O:28])[CH2:5][C@@H:6]([CH3:27])[NH:7][C:8](=[O:26])[CH2:9][N:10]([C:14](=[O:25])[CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][N:21]=[C:20]([NH2:24])[CH:19]=1)[CH:11]1[CH2:13][CH2:12]1)C.[Li+].[OH-]>C1COCC1>[NH2:24][C:20]1[CH:19]=[C:18]([CH2:17][CH2:16][CH2:15][C:14]([N:10]([CH:11]2[CH2:12][CH2:13]2)[CH2:9][C:8]([NH:7][C@H:6]([CH3:27])[CH2:5][C:4]([OH:28])=[O:3])=[O:26])=[O:25])[CH:23]=[CH:22][N:21]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86754482HCID 86754482, compound

Product 1

HCID 86754481HCID 86754481, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ester 9-3 (44 mg, 0.11 mmol) was dissolved in 1.1 mL THF, then 1 N LiOH (0.28 mL, 0.28 mmol) was added. After stirring overnight the reaction mixture was loaded directly onto a flash chromatography column (silica, eluting with 7:20:1:1 EtOAc/EtOH/H2O/NH4OH) providing 9-4 as a white solid.

Workup

  1. washwas loaded directly onto a flash chromatography column (silica, eluting with 7:20:1:1 EtOAc/EtOH/H2O/NH4OH)

Sources & evidence

ORD record
ord-8884752ec95b4151a42f60f17beb1b93
Source dataset
uspto-grants-2001_09
Patent number
US06294549B1

Reaction notes

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