L-Tyrosine → Glycyl-L-tyrosine

HRID 2363363Notes

Reaction equation

HRID 2363363 reaction equation
[NH2:1][CH2:2][C:3](OC)=[O:4].Cl.[NH2:8][C@H:9]([C:18]([OH:20])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1>O>[CH:16]1[C:11]([CH2:10][C@H:9]([NH:8][C:3]([CH2:2][NH2:1])=[O:4])[C:18]([OH:20])=[O:19])=[CH:12][CH:13]=[C:14]([OH:17])[CH:15]=1

Participants

4

Reactant 2

HCID 6057L-TyrosineHCID 122755Glycine methyl ester hydrochloride

Product 1

HCID 92829Glycyl-L-tyrosine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

Gly-OMe.HCl was added to the L-Tyr-TBP prepared by converting L-Tyr into its ionic liquid form according to the method described in Example 4 such that the concentration of the former was set at a level of 1.000 mmol/kg-L-Tyr-TBP (the amount of water present in the reaction system relative to the total mass of the system: 2% by mass). Then, the mixture was stirred enough to ensure the mixture uniform. Thereafter, the mixture was heated to 37° C. or 60° C., while stirring the same in a water bath. The reaction was finished 48 hours after the initiation of the reaction, and 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 intended dipeptide, i.e., L-Gly-Tyr. The results are listed in the following Table 3.

Workup

  1. customprepared
  2. stirringwhile stirring the same in a water bath
  3. customafter the initiation of the reaction, and samples, which
  4. customwere collected at appropriate intervals of time during the reaction

Sources & evidence

ORD record
ord-edf2587b8a7e448db662ffc6dccd460b
Source dataset
uspto-grants-2014_04
Patent number
US08691941B2

Reaction notes

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