Trifluoroacetic acid → ethyl (1S,2R)-2-aminocyclopentanecarboxylate trifluoroacetic acid salt

HRID 590569Notes

Reaction equation

HRID 590569 reaction equation
C([NH:8][C@H:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[C:14]([O-:16])=[O:15])(OC(C)(C)C)=O.[C:17]([OH:23])([C:19]([F:22])([F:21])[F:20])=[O:18]>C(Cl)Cl>[F:20][C:19]([F:22])([F:21])[C:17]([OH:23])=[O:18].[NH2:8][C@@H:9]1[CH2:13][CH2:12][CH2:11][C@@H:10]1[C:14]([O:16][CH2:17][CH3:19])=[O:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 6978750(1R,2S)-2-(Boc-amino)cyclopentanecarboxylate

Product 1

HCID 131734488ethyl (1S,2R)-2-aminocyclopentanecarboxylate trifluoroacetic acid salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(1R,2S)-2-(Boc-amino)cyclopentanecarboxylate (CAS: 1140972-29-7, TCI) (1 mmol) was dissolved in CH2Cl2 (3 mL) followed by the slow addition of TFA (1 mL) at 0° C. The reaction mixture was stirred at rt for 1 hour and then the solvent was removed under vacuum to give the crude product 50-B, which was used directly in the next step.

Workup

  1. customthe solvent was removed under vacuum

Sources & evidence

ORD record
ord-c0904c3f1174464493ccfb2419600743
Source dataset
uspto-grants-2016_01
Patent number
US09233978B2

Reaction notes

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