HCID 21612897, compound → HCID 19804938, compound

HRID 728896Notes

Reaction equation

HRID 728896 reaction equation
C([O:3][C:4](=[O:22])[CH:5]([NH:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)/[CH:6]=[C:7](\[CH3:13])/[CH2:8][P:9]([OH:12])([OH:11])=[O:10])C>O>[CH2:15]([NH:14][CH:5](/[CH:6]=[C:7](\[CH3:13])/[CH2:8][P:9]([OH:11])([OH:12])=[O:10])[C:4]([OH:22])=[O:3])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 21612897HCID 21612897, compound

Product 1

HCID 19804938HCID 19804938, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1.00 g of E-2-benzylamino-4-methyl-5-phosphono-3-pentenoic acid ethyl ester in 6 ml of water is stirred under reflux for 20 hours. The reaction mixture is concentrated to dryness by evaporation in vacuo. Ethanol is added to the residue, and the mixture is again concentrated by evaporation. This process is repeated twice more. The residue is dissolvedin boiling methanol. After cooling there is obtained crystalline E-2-benzylamino-4-methyl-5-phosphono-3-pentenoic acid, m.p. 150° (decomp.).

Workup

  1. temperatureunder reflux for 20 hours
  2. concentrationThe reaction mixture is concentrated to dryness by evaporation in vacuo
  3. additionEthanol is added to the residue
  4. concentrationthe mixture is again concentrated by evaporation
  5. dissolutionThe residue is dissolvedin
  6. temperatureAfter cooling there

Sources & evidence

ORD record
ord-3a909c1662d6491f8a80570e56b66aca
Source dataset
uspto-grants-1991_09
Patent number
US05051413

Reaction notes

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