Trifluoroacetic acid → HCID 171929168, compound

HRID 972496Notes

Reaction equation

HRID 972496 reaction equation
C1(C([O:14][C:15]([C:17]2[N:22]3[C:23](=[O:43])[CH:24]([NH:25][C:26](=[O:42])[CH:27]([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[NH:28]C(OC(C)(C)C)=O)[C@H:21]3[S:20][CH2:19][C:18]=2[CH:44]=[N:45][O:46][CH3:47])=[O:16])C2C=CC=CC=2)C=CC=CC=1.[F:48][C:49]([F:54])([F:53])[C:50]([OH:52])=[O:51].C1(OC)C=CC=CC=1>CCOCC>[F:48][C:49]([F:54])([F:53])[C:50]([OH:52])=[O:51].[CH3:47][O:46][N:45]=[CH:44][C:18]1[CH2:19][S:20][C@@H:21]2[CH:24]([NH:25][C:26](=[O:42])[CH:27]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[NH2:28])[C:23](=[O:43])[N:22]2[C:17]=1[C:15]([OH:16])=[O:14]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 131710503HCID 131710503, compound

Product 1

HCID 171929168HCID 171929168, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of diphenylmethyl-3-methoxyiminomethyl-7-(N-tertiary butoxycarbonyl-α-phenylglycyl)amino-3-cephem-4-carboxylate (64 mg) in ice-cooled trifluoroacetic acid (0.6 ml) and anisole (0.3 ml) is kept at room temperature for 25 minutes, and diluted with ether (5 ml) and petroleum ether (15 ml). The resulting crystals are collected by filtration and dried to give 3-methoxyiminomethyl-7-(α-phenylglycyl)amino-3-cephem-4-carboxylic acid trifluoroacetate (46 mg; 93.3%). m.p. about 270° C.

Workup

  1. filtrationThe resulting crystals are collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-199df24937544e20bb2fc16fea621261
Source dataset
uspto-grants-1977_10
Patent number
US04053469

Reaction notes

Loading…