HCID 54097399, compound → HCID 53647863, compound

HRID 376142Notes

Reaction equation

HRID 376142 reaction equation
C([O:3][C:4](=[O:31])[CH:5]([NH:28]C=O)[CH:6]=[C:7]([CH:19]1[CH2:24][CH2:23][N:22](C(=O)C)[CH2:21][CH2:20]1)[CH2:8][P:9]([O:15]C(C)C)([O:11]C(C)C)=[O:10])C>Cl>[NH2:28][CH:5]([CH:6]=[C:7]([CH:19]1[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]1)[CH2:8][P:9]([OH:11])([OH:15])=[O:10])[C:4]([OH:31])=[O:3]

Participants

3

Reactant 1

HCID 54097399HCID 54097399, compound

Product 1

HCID 53647863HCID 53647863, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

1 g (2.17 mmol) of 4-(1-acetylpiperidin-4-yl)-5-diisopropylphosphono-2-formylamino-pent-3-enoic acid ethyl ester is heated under reflux in 20 ml of 6N hydrochloric acid for 8 hours. After concentration by evaporation, the residue is dissolved in 25 ml of ethanol. 3 ml of propylene oxide are then added, the mixture is stirred for 2 hours at room temperature and for one hour with ice cooling, and then the suspension that has formed is filtered off with suction. 2-amino-4-(piperidin-4-yl)-5-phosphono-pent-3-enoic acid having a melting point of 212° (decomp.) is obtained.

Workup

  1. concentrationAfter concentration
  2. customby evaporation
  3. dissolutionthe residue is dissolved in 25 ml of ethanol
  4. addition3 ml of propylene oxide are then added
  5. customthe suspension that has formed
  6. filtrationis filtered off with suction

Sources & evidence

ORD record
ord-ef2b7262b7c14b69abb6c5799d6c6c1e
Source dataset
uspto-grants-1996_01
Patent number
US05488140

Reaction notes

Loading…