Piperidin-4-ol → HCID 53842654, compound

HRID 651112Notes

Reaction equation

HRID 651112 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH:10]=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH:19][CH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>>[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[C:10]([N:23]1[CH2:24][CH2:25][CH:20]([OH:19])[CH2:21][CH2:22]1)=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 79341Piperidin-4-olHCID 7020444tert-butyl N-[(2R)-1-oxo-3-phenylpropan-2-yl]carbamate

Product 1

HCID 53842654HCID 53842654, compound

Procedure

(R)-2-(N-t-butoxycarbonylamino)-3-phenyl-propan-1-one (14 mmol) and 4-hydroxypiperidine (21.5 mmol) were coupled according to Procedure A (0-25° C. reaction temperature, washed with acid first then base) and the product used without further purification. Yield 4.7 g, 94%; HPLC (60/40) 3.52 minutes (98%).

Workup

  1. custom0-25° C. reaction temperature
  2. washwashed with acid first
  3. custombase) and the product used without further purification
  4. customHPLC (60/40) 3.52 minutes (98%)

Sources & evidence

ORD record
ord-4aeb4d9d47704881b57901abaceeac2a
Source dataset
uspto-grants-2001_08
Patent number
US06277877B1

Reaction notes

Loading…