Hydrochloric Acid → ethyl N-[(1S,2S)-2-aminocyclopentyl]glycinate

HRID 81189Notes

Reaction equation

HRID 81189 reaction equation
C(OC([NH:8][C@H:9]1[CH2:13][CH2:12][CH2:11][C@@H:10]1[NH:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][C@H:9]1[CH2:13][CH2:12][CH2:11][C@@H:10]1[NH:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86724541ethyl N-{(1S,2S)-2-[(tert-butoxycarbonyl)amino]cyclopentyl}glycinate

Product 1

HCID 86724542ethyl N-[(1S,2S)-2-aminocyclopentyl]glycinate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl N-{(1S,2S)-2-[(tert-butoxycarbonyl)amino]cyclopentyl}glycinate (910 mg, 3.18 mmol) was taken up in dioxane (16 mL) and HCl (7.5 mL of 4 M in dioxane, 30.0 mmol) was added. The resulting mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure to afford ethyl N-[(1S,2S)-2-aminocyclopentyl]glycinate (HCl salt) which was used without further purification.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d67e639883bb4e7b829ba5a39973dd99
Source dataset
uspto-grants-2014_09
Patent number
US08846657B2

Reaction notes

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