HCID 53769333, compound → HCID 53739953, compound

HRID 376103Notes

Reaction equation

HRID 376103 reaction equation
C([O:3][C:4](=[O:17])[CH:5]([NH2:16])[CH:6]=[C:7]([CH2:11][P:12]([OH:15])([OH:14])=[O:13])[CH2:8][CH2:9][OH:10])C>O>[NH2:16][CH:5]([CH:6]=[C:7]([CH2:11][P:12]([OH:15])([OH:14])=[O:13])[CH2:8][CH2:9][OH:10])[C:4]([OH:17])=[O:3]

Participants

3

Reactant 1

HCID 53769333HCID 53769333, compound

Product 1

HCID 53739953HCID 53739953, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.415 g (1.55 mmol) of 2-amino-6-hydroxy-4-phosphonomethyl-hex-3-enoic acid ethyl ester is heated under reflux in 3 ml of water for 24 hours. The reaction mixture is concentrated by evaporation, purified by chromatography on 10 g of silica gel with ethanol/water (1:1) as eluant, and crystallised from ethanol. 2-amino-6-hydroxy-4-phosphonomethyl-hex-3-enoic acid having a melting point >300° is obtained.

Workup

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. custompurified by chromatography on 10 g of silica gel with ethanol/water (1:1) as eluant
  3. customcrystallised from ethanol

Sources & evidence

ORD record
ord-a7bcc6a72f0e4892a3b6926ad3f4025d
Source dataset
uspto-grants-1996_01
Patent number
US05488140

Reaction notes

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