Trifluoroacetic acid → HCID 131710501, compound

HRID 1287995Notes

Reaction equation

HRID 1287995 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]([O-:52])=[O:51].[CH3:47][O:46][NH+: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 131710501HCID 131710501, 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-methoxyiminiomethyl-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-068b26492c954eecb082de07cf4dc411
Source dataset
uspto-grants-1976_10
Patent number
US03987039

Reaction notes

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