DL-valine → HCID 118333561, compound

HRID 2271324Notes

Reaction equation

HRID 2271324 reaction equation
[NH2:1][CH:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4].[C:9]([NH:17][C@H:18]([C:20]([OH:22])=[O:21])[CH3:19])(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O.C(=O)C1C(=CC=CC=1)O>[C:9]([NH:17][C@H:18]([C:20]([OH:22])=[O:21])[CH3:19])(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4]

Participants

5

Reactant 2

HCID 1182DL-valineHCID 709778N-benzoyl-L-alanine

Product 1

HCID 118333561HCID 118333561, compoundYield 94.2%

Reagents, catalysts & solvents 2

HCID 6998SalicylaldehydeCatalystHCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

Twenty four grams of DL-valine and 19.3 g of N-benzoyl-L-alanine were suspended in 200 mL of deionized water. The suspension was heated to 95° C. to form a clear solution, to which 0.2 g of salicylaldehyde was added. The solution was cooled slowly to room temperature and stirred for another 48 hours at 25° C. The precipitated crystals were then separated by filtration, washed with 50 mL of deionized water, and dried to obtain 29.2 g of crystalline L-valine N-benzoyl-L-alanine complex (L-valine to N-benzoyl-L-alanine molar ratio of 1:1).

Workup

  1. customto form a clear solution
  2. temperatureThe solution was cooled slowly to room temperature
  3. customThe precipitated crystals were then separated by filtration
  4. washwashed with 50 mL of deionized water
  5. customdried

Sources & evidence

ORD record
ord-efb1da76d50f4a4da14c1c24118a2dbd
Source dataset
uspto-grants-2015_09
Patent number
US09120722B1

Reaction notes

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