1,4-Dioxane hydrochloride → (R)-2-Amino-1-(4-hydroxy-piperidin-1-yl)-3-phenyl-propan-1-one hydrochloride

HRID 651111Notes

Reaction equation

HRID 651111 reaction equation
C(OC([NH:8][C@H:9]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:10]([N:12]1[CH2:17][CH2:16][CH:15]([OH:18])[CH2:14][CH2:13]1)=[O:11])=O)(C)(C)C.[ClH:26].O1CCOCC1>>[ClH:26].[NH2:8][C@H:9]([CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:10]([N:12]1[CH2:17][CH2:16][CH:15]([OH:18])[CH2:14][CH2:13]1)=[O:11]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 53842654HCID 53842654, compound

Product 1

HCID 69687537(R)-2-Amino-1-(4-hydroxy-piperidin-1-yl)-3-phenyl-propan-1-one hydrochloride

Conditions

Temperature
25 °C

Procedure

(R)-2-(N-t-butoxycarbonylamino)-1-(4-hydroxy-piperidin-1-yl)-3-phenyl-propan-1-one (12.5 mmol) was dissolved in 4M HCl-dioxane at 0° C. and the resulting suspension stirred at 25° C. for 1 hour. The mixture was concentrated and the residue triturated with ether. Yield, 3.44 g, 97%.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue triturated with ether
  3. customYield

Sources & evidence

ORD record
ord-bb1548a2ea274517a4a8fbb5458f6f8c
Source dataset
uspto-grants-2001_08
Patent number
US06277877B1

Reaction notes

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