Hydrochloric Acid → (S)-(2-amino-1-methyl-ethoxy)-acetic acid ethyl ester hydrochloric acid salt

HRID 1360167Notes

Reaction equation

HRID 1360167 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH2:5][O:6][C@@H:7]([CH3:17])[CH2:8][NH:9]C(OC(C)(C)C)=O)[CH3:2].[ClH:19]>C(OCC)(=O)C>[ClH:19].[CH2:1]([O:3][C:4](=[O:18])[CH2:5][O:6][C@@H:7]([CH3:17])[CH2:8][NH2:9])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86621906(S)-(2-t-butoxycarbonylamino-1-methyl-ethoxy)-acetic acid ethyl ester

Product 1

HCID 86621907(S)-(2-amino-1-methyl-ethoxy)-acetic acid ethyl ester hydrochloric acid saltYield 76%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1.2 g (4.59 mmol) of (S)-(2-t-butoxycarbonylamino-1-methyl-ethoxy)-acetic acid ethyl ester was dissolved in 20 mL of ethyl acetate saturated with hydrochloric acid gas, followed by stirring at room temperature for 3 hours. The solvent was distilled off under reduced pressure, then the residue was purified by column chromatography to give 699 mg (3.49 mmol) of the title compound in a yield of 76%.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-ae5b067f65d1458291c982b20ef3d20e
Source dataset
uspto-grants-2011_02
Patent number
US07879848B2

Reaction notes

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