Trifluoroacetic acid → HCID 178457288, compound

HRID 1603997Notes

Reaction equation

HRID 1603997 reaction equation
C([O:14][C:15]([C:17]1[O:18][C@@H:19]([C:45](=[O:53])[N:46]([CH2:50][CH2:51][CH3:52])[CH2:47][CH2:48][CH3:49])[C@H:20]([NH:41][C:42](=[O:44])[CH3:43])[C@@H:21]([NH:23][C:24]([NH:33]C(OC(C)(C)C)=O)=[N:25]C(OC(C)(C)C)=O)[CH:22]=1)=[O:16])(C1C=CC=CC=1)C1C=CC=CC=1.[F:54][C:55]([F:60])([F:59])[C:56]([OH:58])=[O:57]>ClCCl>[F:54][C:55]([F:60])([F:59])[C:56]([OH:58])=[O:57].[C:42]([NH:41][C@H:20]1[C@H:19]([C:45](=[O:53])[N:46]([CH2:50][CH2:51][CH3:52])[CH2:47][CH2:48][CH3:49])[O:18][C:17]([C:15]([OH:16])=[O:14])=[CH:22][C@@H:21]1[NH:23][C:24]([NH2:33])=[NH:25])(=[O:44])[CH3:43]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178457287HCID 178457287, compound

Product 1

HCID 178457288HCID 178457288, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(4S,5R,6R)-5-Acetylamino-4-[2,3-bis(tert-butoxycarbonyl)-guanidino]-6-dipropylcarbamoyl-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester (0.32 g) was dissolved in dichloromethane (2 ml) and trifluoroacetic acid (2 ml) and left to stand at 23° C. for 2 hours. The solvent was removed in vacuo and the residue triturated with diethyl ether (20 ml). The resulting solid was collected by filtration and dried to give the title compound as an off-white solid. (0.158 g)

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue triturated with diethyl ether (20 ml)
  3. filtrationThe resulting solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-6032581722da415498613d796a59d44a
Source dataset
uspto-grants-1999_11
Patent number
US05990156

Reaction notes

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