L-(-)-Ornithine → HCID 131713240, compound

HRID 904787Notes

Reaction equation

HRID 904787 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][CH2:5][NH2:6].[C:10]([OH:18])(=[O:17])[C@H:11]([CH2:13][C:14]([OH:16])=[O:15])[OH:12]>>[OH2:8].[OH2:12].[C:10]([OH:18])(=[O:17])[C@H:11]([CH2:13][C:14]([OH:16])=[O:15])[OH:12].[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][CH2:5][NH2:6]

Participants

3

Reactant 2

HCID 6262L-(-)-OrnithineHCID 222656L-Malic Acid

Product 1

HCID 131713240HCID 131713240, compoundYield 108%

Procedure

To an aqueous solution of free L-ornithine [100 ml, content of L-ornithine: 20.23 g(0.15312 mole)] is gradually added with stirring L-malic acid (8.21 g, 0.8 mole per 2 moles of L-ornithine). The reaction mixture is concentrated under reduced pressured until the total amount of the mixture becomes 60 g. To the resulting aqueous solution is added with stirring methanol (30 ml), by which a little amount of crystals is precipitated. After 30 minutes, methanol (20 ml) is further added thereto at room temperature. The resulting mixture is treated in the same manner as described in Example 1 to give neutral L-ornithine L-malate dihydrate (25.0 g, yield: 93.95%) as colorless platy crystal.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressured until the total amount of the mixture
  2. additionTo the resulting aqueous solution is added with stirring methanol (30 ml), by which a little amount of crystals
  3. customis precipitated
  4. additionmethanol (20 ml) is further added
  5. customat room temperature
  6. additionThe resulting mixture is treated in the same manner

Sources & evidence

ORD record
ord-d05fd567de14433ca58e4e8085d9f8cd
Source dataset
uspto-grants-1983_12
Patent number
US04420432

Reaction notes

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