Lithium Hydroxide → HCID 178490237, compound

HRID 540380Notes

Reaction equation

HRID 540380 reaction equation
[OH-].[Li+].[NH:3]1[CH:7]=[C:6]([CH2:8][CH2:9][C:10]([NH:12][C@H:13]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[C:14]([O:16]C)=[O:15])=[O:11])[N:5]=[CH:4]1>C1COCC1>[NH:3]1[CH:7]=[C:6]([CH2:8][CH2:9][C:10]([NH:12][C@H:13]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[C:14]([OH:16])=[O:15])=[O:11])[N:5]=[CH:4]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 178501382methyl (R)-2-(3-1H-imidazol-4-ylpropionylamino)-3-(4-methoxyphenyl)propanoate

Product 1

HCID 178490237HCID 178490237, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

40 ml of a 1N aqueous solution of lithium hydroxide are added to a solution containing 11.0 g (33.3 mmol) of methyl (R)-2-(3-1H-imidazol-4-ylpropionylamino)-3-(4-methoxyphenyl)propanoate in 100 ml of THF. After stirring for 16 hours, the reaction medium is concentrated. The residue is purified by silica gel chromatography (eluent 70/30/1 dichloromethane/methanol/triethylamine). 8.4 g in the form of a white powder are obtained with a yield of 79%.

Workup

  1. concentrationthe reaction medium is concentrated
  2. customThe residue is purified by silica gel chromatography (eluent 70/30/1 dichloromethane/methanol/triethylamine)
  3. custom8.4 g in the form of a white powder are obtained with a yield of 79%

Sources & evidence

ORD record
ord-8dd7fe0ef06740e89fd4a0684f3fa8b9
Source dataset
uspto-grants-2014_10
Patent number
US08871187B2

Reaction notes

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