L-Proline → L-Alanyl-L-proline

HRID 2363362Notes

Reaction equation

HRID 2363362 reaction equation
[NH2:1][C@H:2]([C:4](OC)=[O:5])[CH3:3].Cl.[NH:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12]>O>[NH2:1][C@H:2]([C:4]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:5])[CH3:3]

Participants

4

Reactant 2

HCID 145742L-ProlineHCID 2733257Alanine methyl ester hydrochloride2×

Product 1

HCID 83525L-Alanyl-L-proline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
37 °C

Procedure

L-Ala-OMe.HCl was added to the L-Pro-TBP prepared by the conversion of L-Pro into its ionic liquid form according to the method disclosed in Example 1 so as to control the concentration of the L-Ala-OMe.HCl to 1.000 mmol per unit mass (1 kg) of the L-Pro-TBP (the amount of water relative to the total mass of the reaction system: 2% by mass). The mixture was stirred enough to ensure the mixture uniform, and then, the reaction of these components was initiated while stirring the reaction system in a water bath and warming the same at 37° C. or 50° C. The reaction was finished 72 hours after the initiation of the reaction, and the samples, which were collected at appropriate intervals of time during the reaction, were analyzed according to the HPLC technique to confirm the formation of the desired dipeptide, i.e., L-Ala-Pro. The results are summarized in the following Table 1.

Workup

  1. customthe reaction of these components
  2. stirringwhile stirring the reaction system in a water bath
  3. custom50° C
  4. customafter the initiation of the reaction
  5. customthe samples, which were collected at appropriate intervals of time during the reaction

Sources & evidence

ORD record
ord-8afda0efc9824386a0680113783bd5b5
Source dataset
uspto-grants-2014_04
Patent number
US08691941B2

Reaction notes

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