1-Pyrrolidineacetamide, 3-hydroxy-2-oxo-, (+-)- → 1-Pyrrolidineacetamide, 3-hydroxy-2-oxo-, (S)-

HRID 1087070Notes

Reaction equation

HRID 1087070 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([NH2:10])=[O:9])[C:3]1=[O:11].O[C@H]1CCN(CC(OCC)=O)C1>>[OH:1][C@H:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([NH2:10])=[O:9])[C:3]1=[O:11]

Participants

3

Reactant 2

HCID 30698541-Pyrrolidineacetamide, 3-hydroxy-2-oxo-, (+-)-HCID 54107293ethyl (S)-(-)-2-(3-hydroxy-1-pyrrolidinyl)acetate

Product 1

HCID 30698341-Pyrrolidineacetamide, 3-hydroxy-2-oxo-, (S)-

Procedure

According to the process described in paragraph (b) of Example 1, from ethyl (S)-(-)-2-(3-hydroxy-1-pyrrolidinyl)-acetate there is obtained (S)-(-)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetamide which has a melting point of 197°-198°; [α]D20 =-82°, [α]54620 =-99°, [α]36520 =-313° (dimethylformamide c=1.00).

Sources & evidence

ORD record
ord-915e554d565041deb958dc050c90ec43
Source dataset
uspto-grants-1991_07
Patent number
US05034402

Reaction notes

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