2-Pyrrolidinecarboxamide,N-ethyl-,(2S)-(9CI) → HCID 66703802, compound

HRID 424990Notes

Reaction equation

HRID 424990 reaction equation
[C:1]([O:5][C:6](=[O:19])[NH:7][C@@H:8]([C@@H:16]1[CH2:18][O:17]1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:20]([NH:22][C:23](=[O:29])[C@@H:24]1[CH2:28][CH2:27][CH2:26][NH:25]1)[CH3:21]>>[C:1]([O:5][C:6](=[O:19])[NH:7][C@H:8]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C@@H:16]([OH:17])[CH2:18][N:25]1[CH2:26][CH2:27][CH2:28][C@H:24]1[C:23](=[O:29])[NH:22][CH2:20][CH3:21])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 74086092-Pyrrolidinecarboxamide,N-ethyl-,(2S)-(9CI)HCID 11357515erythro-N-Boc-D-phenylalanine epoxide

Product 1

HCID 66703802HCID 66703802, compound

Procedure

Using general procedure 1 and purification method D with [(1R)-1-{(2R)-oxiran-2-yl}-2-phenyl-ethyl]carbamic acid tert-butylester (0.10 g, 0.38 mmol) and (S)-proline ethyl amide (0.108 g, 0.76 mmol) gives the title compound.

Sources & evidence

ORD record
ord-eaee5681251d40ea847eb7be4b3489fd
Source dataset
uspto-grants-2012_01
Patent number
US08106090B2

Reaction notes

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