Trifluoroacetic acid → HCID 67715582, compound

HRID 1077919Notes

Reaction equation

HRID 1077919 reaction equation
[C:1]([C:4]1[CH:33]=[CH:32][C:7]([CH2:8][N:9]2[CH2:30][C@H:29]([OH:31])[CH2:28][C@H:10]2[C:11]([N:13]2[CH2:18][CH2:17][CH:16]([O:19][CH2:20][C:21]([O:23]C(C)(C)C)=[O:22])[CH2:15][CH2:14]2)=[O:12])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].[F:34][C:35]([F:40])([F:39])[C:36]([OH:38])=[O:37]>ClCCl>[F:34][C:35]([F:40])([F:39])[C:36]([OH:38])=[O:37].[C:1]([C:4]1[CH:33]=[CH:32][C:7]([C:8]([N:9]2[CH2:30][C@H:29]([OH:31])[CH2:28][C@H:10]2[C:11]([N:13]2[CH2:18][CH2:17][CH:16]([O:19][CH2:20][C:21]([OH:23])=[O:22])[CH2:15][CH2:14]2)=[O:12])=[O:37])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86748356HCID 86748356, compound

Product 1

HCID 67715582HCID 67715582, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.60 g of t-butyl [[1-[(4R)-1-(p-amidino-benzyl)-4-hydroxy-L-prolyl]-4-piperidinyl]oxy]acetate in 20 ml of dichloromethane and 20 ml of trifluoroacetic acid is stirred at room temperature for 2 hours and evaporated. The residue is dissolved in ethanol and treated with ether. Suction filtration and drying of the precipitate gives 1.25 g of [[1-[(4R)-1-(p-amidino-benzoyl)-4-hydroxy-L-prolyl]-4-piperidinyl]oxy]acetic acid trifluoroacetate. M.p. 220° C.

Workup

  1. customevaporated
  2. dissolutionThe residue is dissolved in ethanol
  3. additiontreated with ether
  4. filtrationSuction filtration
  5. customdrying of the precipitate

Sources & evidence

ORD record
ord-63324168dd884c83a121ba58b4bbc37f
Source dataset
uspto-grants-1996_08
Patent number
US05545658

Reaction notes

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