Hydrochloric Acid → HCID 67416461, compound

HRID 912459Notes

Reaction equation

HRID 912459 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

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 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.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-7bc8b23b459b476bbcb578cd77be6b5e
Source dataset
uspto-grants-2011_09
Patent number
US08026233B2

Reaction notes

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