HCID 86753672, compound → HCID 86753671, compound

HRID 361758Notes

Reaction equation

HRID 361758 reaction equation
C([O:5][C:6](=[O:40])[CH2:7][CH:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:39])[C:15]([CH3:38])([CH3:37])[CH:16]([CH:29]=[CH:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[NH:17][C:18](=[O:28])[C:19]2[CH:24]=[CH:23][C:22]([C:25](=[NH:27])[NH2:26])=[CH:21][CH:20]=2)[CH2:10][CH2:9]1)(C)(C)C>C(O)(C(F)(F)F)=O.O>[C:25]([C:22]1[CH:21]=[CH:20][C:19]([C:18]([NH:17][CH:16]([CH:29]=[CH:30][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:15]([CH3:37])([CH3:38])[C:14]([N:11]2[CH2:10][CH2:9][CH:8]([CH2:7][C:6]([OH:40])=[O:5])[CH2:13][CH2:12]2)=[O:39])=[O:28])=[CH:24][CH:23]=1)(=[NH:26])[NH2:27]

Participants

4

Reactant 1

HCID 86753672HCID 86753672, compound

Product 1

HCID 86753671HCID 86753671, compoundYield 26.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

N-4-Amidinobenzoyl-β-styryl-α,α-dimethyl-β-alanyl-4-piperidineacetic acid t-butyl ester (30 mg, 0.055 mmol) was dissolved in a mixed solution of TFA (10 ml) and water (0.5 ml). The resulting solution was stirred at room temperature for 3 hours. After the TFA was distilled off at room temperature, the residue was purified by the same method as in Example 2-(6-4) to yield N-(N-4-amidinobenzoyl-β-styryl-α,α-dimethyl-β-alanyl)-4-piperidineacetic acid (7.2 mg, 26.7%).

Workup

  1. distillationAfter the TFA was distilled off at room temperature
  2. customthe residue was purified by the same method as in Example 2-(6-4)

Sources & evidence

ORD record
ord-167e92cce3b84f49ab14242d37904eaa
Source dataset
uspto-grants-1999_02
Patent number
US05866592

Reaction notes

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