L-Lysine → HCID 131713241, compound

HRID 904790Notes

Reaction equation

HRID 904790 reaction equation
[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7].[C:11]([OH:19])(=[O:18])[C@H:12]([CH2:14][C:15]([OH:17])=[O:16])[OH:13]>>[OH2:9].[C:11]([OH:19])(=[O:18])[C@H:12]([CH2:14][C:15]([OH:17])=[O:16])[OH:13].[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7]

Participants

3

Reactant 2

HCID 5962L-LysineHCID 222656L-Malic Acid

Product 1

HCID 131713241HCID 131713241, compoundYield 138.5%

Procedure

To an aqueous solution (200 ml) of free L-lysine (content of L-lysine: 0.558 mole) is gradually added with stirring L-malic acid (36.51 g, 1/2 mole per 1 mole of L-lysine). After the reaction, the reaction mixture is concentrated under reduced pressure until the total amount of the mixture becomes 214 ml. To the resulting aqueous solution is added with stirring methanol (250 ml) to precipitate crystals. To the mixture is further added methanol (each 55 ml) for ten times at an interval of 30 minutes in order to precipitate crystals well. The precipitated crystals are collected by filtration and are treated in the same manner as described in Example 5 to give neutral L-lysine L-malate monohydrate (115.3 g, yield: 95%) as colorless needle or prismatic crystals.

Workup

  1. customAfter the reaction
  2. concentrationthe reaction mixture is concentrated under reduced pressure until the total amount of the mixture
  3. additionTo the resulting aqueous solution is added with stirring methanol (250 ml)
  4. customto precipitate crystals
  5. customat an interval of 30 minutes
  6. customto precipitate crystals well
  7. filtrationThe precipitated crystals are collected by filtration
  8. additionare treated in the same manner

Sources & evidence

ORD record
ord-6999470b67df45dbb2d0af5d45098574
Source dataset
uspto-grants-1983_12
Patent number
US04420432

Reaction notes

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