Hydrochloric Acid → HCID 67416461, compound

Reaction equation

[Si]([O:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH2:14][C@H:13]([NH:17]C(=O)OC(C)(C)C)[C:12]1=[O:25])(C(C)(C)C)(C)C.O1CCOCC1.[ClH:32]>>[ClH:32].[NH2:17][C@H:13]1[CH2:14][CH2:15][CH2:16][N:11]([CH2:10][CH2:9][OH:8])[C:12]1=[O:25]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 57736559HCID 57736559, compound

Product 1

HCID 67416461HCID 67416461, compoundYield 100%

Procedure

(S)-tert-Butyl 1-(2-(tert-butyldimethylsilyloxy)ethyl)-2-oxopiperidin-3-ylcarbamate (Example 13; 100 mg, 0.268 mmol) was dissolved in 4M hydrogen chloride in dioxane (2 mL, 8.0 mmol) and the reaction mixture was allowed to stir at ambient temperature for 72 hours. The reaction mixture was concentrated to yield (S)-3-amino-1-(2-hydroxyethyl)piperidin-2-one hydrochloride (52 mg, 100%) which was taken on to the next step without further purification.