Lithium Hydroxide → 3-Hydroxy-2-[(1-piperidinylcarbonyl)amino]propionic acid

HRID 2236019Notes

Reaction equation

HRID 2236019 reaction equation
[OH:1][CH2:2][CH:3]([NH:8][C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:10])[C:4]([O:6]C)=[O:5].[OH-].[Li+]>O1CCCC1.CO>[OH:1][CH2:2][CH:3]([NH:8][C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:10])[C:4]([OH:6])=[O:5]

Participants

4

Procedure

200 mg (0.869 mmol) of methyl 3-hydroxy-2-[(1-piperidinylcarbonyl) amino]propionate was dissolved in 6 ml of a solvent mixture of methanol tetrahydrofuran (1:1). 1.04 ml (1.04 mmol) of 1 N aqueous lithium hydroxide solution was added to the obtained solution, and they were stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and the concentrate was acidified with 1 N aqueous hydrochloric acid solution. After extracting with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. extractionAfter extracting with ethyl acetate
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e9ca35460556485d9838f54460e87fd7
Source dataset
uspto-grants-2010_05
Patent number
US07713957B2

Reaction notes

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