(1S,2R)-2-Aminocyclopentane-1-carboxylic acid → rel-(1R,2S)-2-Amino-N-(1-methylethyl)cyclopentanecarboxamide

HRID 467804Notes

Reaction equation

HRID 467804 reaction equation
[NH2:1][C@@H:2]1[CH2:6][CH2:5][CH2:4][C@@H:3]1[C:7]([OH:9])=O.[NH2:10][CH:11]1[CH2:15]CC[CH:12]1C(O)=O>>[CH:11]([NH:10][C:7]([C@H:3]1[CH2:4][CH2:5][CH2:6][C@H:2]1[NH2:1])=[O:9])([CH3:15])[CH3:12]

Participants

3

Reactant 2

HCID 73306(1S,2R)-2-Aminocyclopentane-1-carboxylic acidHCID 429614Cyclopentanecarboxylic acid, 2-amino-

Product 1

HCID 24896496rel-(1R,2S)-2-Amino-N-(1-methylethyl)cyclopentanecarboxamide

Procedure

The chiral compound (1S,2R)-2-aminocyclopentane-carboxylic acid isopropylamide is prepared analogously to this procedure using (1S,2R)-2-aminocyclopentanecarboxylic acid. In addition, a number of amides are prepared in this way starting from 2-aminocyclopentanecarboxylic acid (racemic or chiral).

Sources & evidence

ORD record
ord-08b49b5347d64940ad9234f627bae746
Source dataset
uspto-grants-2014_01
Patent number
US08623887B2

Reaction notes

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