Hydrochloric Acid → HCID 69079493, compound

HRID 1510223Notes

Reaction equation

HRID 1510223 reaction equation
[C:1]1([NH:7][C@@H:8]([CH2:13][O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[C:9]([O:11]C)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].Cl>CO.O>[C:1]1([NH:7][C@@H:8]([CH2:13][O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[C:9]([OH:11])=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69074467HCID 69074467, compound

Product 1

HCID 69079493HCID 69079493, compoundYield 46%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl (2S)-2-phenylamino-3-tert-butoxypropanoate (230 mg) in methanol (2.30 mL) was added 1N sodium hydroxide aqueous solution (2.75 mL) and the mixture was stirred at ambient temperature for 2 hours. The resulting solution was acidified with 1N HCl (2.7 mL) to pH=4 and diluted with water (2.7 mL). The mixture was stirred at 0° C. for 20 minutes and the precipitate was collected by filtration followed by washing with water (2.7 mL) to give (2S)-2-phenylamino-3-tert-butoxypropanoic acid (100 mg) as an off-white solid.

Workup

  1. stirringThe mixture was stirred at 0° C. for 20 minutes
  2. filtrationthe precipitate was collected by filtration
  3. washby washing with water (2.7 mL)

Sources & evidence

ORD record
ord-293e110a4c1b49b7b96c97c5d0a7a33d
Source dataset
uspto-grants-2012_07
Patent number
US08211919B2

Reaction notes

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