Trifluoroacetic acid → HCID 178524839, compound

HRID 249615Notes

Reaction equation

HRID 249615 reaction equation
C1(C([O:14][C:15]([C:17]2[N:22]3[C:23](=[O:32])[C@@H:24]([NH:25][C:26](=[S:31])[CH2:27][CH:28]([F:30])[F:29])[C@H:21]3[S:20][CH2:19][C:18]=2[S:33][CH2:34][S:35][C:36]2[N:37]=[N:38][NH:39][CH:40]=2)=[O:16])C2C=CC=CC=2)C=CC=CC=1.FC(F)(F)C(O)=O>ClCCl.C1(OC)C=CC=CC=1>[F:29][CH:28]([CH2:27][C:26]([NH:25][C@@H:24]1[C:23](=[O:32])[N:22]2[C:17]([C:15]([OH:16])=[O:14])=[C:18]([S:33][CH2:34][S:35][C:36]3[N:37]=[N:38][NH:39][CH:40]=3)[CH2:19][S:20][C@H:21]12)=[S:31])[F:30]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178525027HCID 178525027, compound

Product 1

HCID 178524839HCID 178524839, compoundYield 79.8%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7519AnisoleSolvent

Procedure

To a solution of 7β-difluoromethylthioacetamido-3(1,2,3-triazol-4-ylthiomethylthio)-3-cephem-4-carboxylic acid diphenylmethyl ester (451 mg : 0.710 mMol.) in a mixture of dichloromethane (3 ml) and anisole (1.2 ml) under ice cooling is added trifluoroacetic acid (3 ml), and the mixture is stirred under ice cooling for 1 hour. The reaction mixture is concentrated to dryness and the residue is pulverized with ether, washed, and dried to give 7β-difluoromethylthioacetamido -3-(1,2,3- triazol-4-ylthiomethylthio) -3-cephem-4-carboxylic acid (257 mg) as white powder. Yield: 77%.

Workup

  1. concentrationThe reaction mixture is concentrated to dryness
  2. washwashed
  3. customdried

Sources & evidence

ORD record
ord-f45827d03cd34613bcfb9f0ed97f51c3
Source dataset
uspto-grants-1993_05
Patent number
US05214037

Reaction notes

Loading…