Pyrrolidone carboxylic acid → HCID 24767925, compound

HRID 2375755Notes

Reaction equation

HRID 2375755 reaction equation
[O:1]=[C:2]([CH2:4][N:5]([C:7](=[NH:9])[NH2:8])[CH3:6])[OH:3].[NH:10]1[C:14](=[O:15])[CH2:13][CH2:12][CH:11]1[C:16]([OH:18])=[O:17].C(O)C>C(OCC)(=O)C>[NH:10]1[C:14](=[O:15])[CH2:13][CH2:12][C@H:11]1[C:16]([OH:18])=[O:17].[O:1]=[C:2]([CH2:4][N:5]([C:7](=[NH:8])[NH2:9])[CH3:6])[OH:3]

Participants

5

Reactant 3

HCID 499Pyrrolidone carboxylic acidHCID 586CreatineHCID 702Ethanol

Product 1

HCID 24767925HCID 24767925, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

According to a preferred embodiment, the aforementioned salt can be prepared by reacting creatine with an equimolar amount of D,L-pyroglutamic acid in ethyl acetate (or in a mixture of equal parts ethyl acetate and ethanol) until complete formation of the salt. The solution can be optionally concentrated and, upon cooling, the crystallized salts are filtered and washed with ethyl acetate (or a mixture of ethyl acetate and ethanol). Alternatively, the procedure can be carried on by reacting excess D,L-pyroglutamic acid with creatine in ethyl acetate (or a mixture of ethyl acetate and ethanol).

Workup

  1. customthe aforementioned salt can be prepared
  2. concentrationThe solution can be optionally concentrated
  3. temperatureupon cooling
  4. filtrationthe crystallized salts are filtered
  5. washwashed with ethyl acetate (or
  6. additiona mixture of ethyl acetate and ethanol)
  7. additiona mixture of ethyl acetate and ethanol)

Sources & evidence

ORD record
ord-9fc5556682ce4801bcee4f87ad68571f
Source dataset
uspto-grants-2008_12
Patent number
US07465812B2

Reaction notes

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