Pyrrolidone carboxylic acid → HCID 24767925, compound

HRID 1454358Notes

Reaction equation

HRID 1454358 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-8de41cbd97ef4896bb3bff1506a398cf
Source dataset
uspto-grants-2009_01
Patent number
US07479560B2

Reaction notes

Loading…