HCID 131723229, compound → HCID 11418216, compound

HRID 1937816Notes

Reaction equation

HRID 1937816 reaction equation
C(O)(=O)C.C[O:6][C:7](=[O:34])[C@@H:8]([NH:15][C:16](=[O:33])[CH:17]([C:28](=[O:32])[N:29]([CH3:31])[CH3:30])[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25](=[NH:27])[NH2:26])=[CH:21][CH:20]=1)[CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>Cl.O>[C:25]([C:22]1[CH:21]=[CH:20][C:19]([CH2:18][CH:17]([C:28](=[O:32])[N:29]([CH3:30])[CH3:31])[C:16]([NH:15][C@@H:8]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[C:7]([OH:34])=[O:6])=[O:33])=[CH:24][CH:23]=1)(=[NH:26])[NH2:27]

Participants

4

Reactant 1

HCID 131723229HCID 131723229, compound

Product 1

HCID 11418216HCID 11418216, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

[3-(4-Carbamimidoyl-phenyl)-2-(R,S)-dimethylcarbamoyl-propionylamino]-(S)-cyclohexyl-acetic acid methyl ester acetic acid salt (7 g, 14.7 mmol) was dissolved in a mixture of hydrochloric acid (50 ml) and water (50 ml). After 15 hours stirring at room temperature the mixture was evaporated and after addition of water lyophilized. The residue was purified by chromatography on Sephadex LH20 employing n-butanol (17): glacial acetic acid (1): water (2) as eluent. Pure fractions were combined. The solvent was evaporated, the residue was taken up in water and the aqueous solution was lyophilized. Yield: 4.5 g (76%); MS m/z: 403.3 (M+H)+.

Workup

  1. customwas evaporated
  2. additionafter addition of water
  3. customThe residue was purified by chromatography on Sephadex
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-0ffee3adf7d14ecbb663d3bd4524d0ea
Source dataset
uspto-grants-2002_05
Patent number
US06395737B1

Reaction notes

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