Hydrochloric Acid → 3-[[(S)-2-amino-1-oxo-3-phenylpropyl]amino]propanoic acid, phenylmethyl ester

HRID 1088607Notes

Reaction equation

HRID 1088607 reaction equation
Cl.Cl.[NH2:3][C@@H:4]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:5]([NH:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])=[O:6].C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[NH2:3][C@@H:4]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:5]([NH:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:11])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 694622273-[[(S)-2-amino-1-oxo-3-phenylpropyl]amino]propanoic acid, phenylmethyl ester, hydrochloride

Product 1

HCID 140541653-[[(S)-2-amino-1-oxo-3-phenylpropyl]amino]propanoic acid, phenylmethyl ester

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The hydrochloride product from part (b) (1.81 g., 5 mmole) is partitioned between ethyl acetate and 5% sodium bicarbonate (200 ml. each). The organic layer is washed with brine, dried (MgSO4), and concentrated in vacuo to yield 3-[[(S)-2-amino-1-oxo-3-phenylpropyl]amino]propanoic acid, phenylmethyl ester.

Workup

  1. washThe organic layer is washed with brine
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-395c3d7d69694a91bcebbaddcf2387f7
Source dataset
uspto-grants-1990_10
Patent number
US04963539

Reaction notes

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