Hydrochloric Acid → HCID 28126688, compound

HRID 1364179Notes

Reaction equation

HRID 1364179 reaction equation
[NH2:1][C@@H:2]([CH2:6][CH2:7][C:8](=[O:10])[NH2:9])[C:3]([OH:5])=[O:4].C([O-])([O-])=O.[Na+].[Na+].[CH:17]1([C:20](O)=[O:21])[CH2:19][CH2:18]1.Cl>O.O1CCCC1.C(OCC)(=O)C>[C:8]([CH2:7][CH2:6][C@H:2]([NH:1][C:20]([CH:17]1[CH2:19][CH2:18]1)=[O:21])[C:3]([OH:5])=[O:4])(=[O:10])[NH2:9]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 5961L-GlutamineHCID 10340Sodium CarbonateHCID 15655Cyclopropanecarboxylic acid

Product 1

HCID 28126688HCID 28126688, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To (S)-2-Amino-4-carbamoyl-butyric acid (100 mg, 0.684 mmol) in water (16 mL) are added Na2CO3 (218 mg, 2.052 mmol) and a solution of cyclopropylcarboxylic acid (62.1 uL, 0.684 mmol) in tetrahydrofuran (8 mL). After stirring at rt during 2 h, ethyl acetate is added and the pH is decreased to 3 by addition of aqueous 1N HCl. The aqueous phase is evaporated, the residue is mixed with methanol and filtrated. The filtrate is evaporated to yield the title compound.

Workup

  1. customThe aqueous phase is evaporated
  2. additionthe residue is mixed with methanol
  3. filtrationfiltrated
  4. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-449a6436e40b4c6e82d20cde73cd39a2
Source dataset
uspto-grants-2011_02
Patent number
US07888351B2

Reaction notes

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