HCID 10755519, compound → HCID 11776526, compound

HRID 1957774Notes

Reaction equation

HRID 1957774 reaction equation
C([NH:4][CH:5]([CH2:9][C:10]([C:12]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:13]=1[NH2:19])=[O:11])[C:6]([OH:8])=[O:7])(=O)C>CC(O)=O>[NH2:4][C@@H:5]([CH2:9][C:10]([C:12]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:13]=1[NH2:19])=[O:11])[C:6]([OH:8])=[O:7]

Participants

3

Reactant 1

HCID 10755519HCID 10755519, compound

Product 1

HCID 11776526HCID 11776526, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Starting from 1.03 g. of (+)-2-acetamido-4-(2-amino-5-chlorophenyl)-4-oxo-butyric acid as described above for the preparation of (R)-enantiomer, 0.65 g (71.4%) of (S)-(-)-2-amino-4-(2-amino-5-chlorophenyl)-4-oxo-butyric acid were obtained (m.p. 208°-209° C. (dec.); [α]20D =-12.6° (1%, CH3COOH); ee=96%).

Sources & evidence

ORD record
ord-f0d4039efae44573812478462239997b
Source dataset
uspto-grants-1998_07
Patent number
US05786508

Reaction notes

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