Trifluoroacetic acid → HCID 131721046, compound

HRID 1459605Notes

Reaction equation

[N:1]([C:4]1([C:34]([NH:36][CH2:37][CH2:38][CH2:39][CH2:40][C:41]([OH:58])([P:50]([O:55][O:56][CH3:57])([O:52][O:53][CH3:54])=[O:51])[P:42]([O:47][O:48][CH3:49])([O:44][O:45][CH3:46])=[O:43])=[O:35])[C:32](=[O:33])[N:6]2[C:7]([C:16]([O:18]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:17])=[C:8]([CH2:11][O:12][C:13](=[O:15])[CH3:14])[CH2:9][S:10][C@H:5]12)=[N+:2]=[N-:3].FC(F)(F)C(O)=O>>[N:1]([C:4]1([C:34]([NH:36][CH2:37][CH2:38][CH2:39][CH2:40][C:41]([OH:58])([P:50]([O:55][O:56][CH3:57])([O:52][O:53][CH3:54])=[O:51])[P:42]([O:44][O:45][CH3:46])([O:47][O:48][CH3:49])=[O:43])=[O:35])[C:32](=[O:33])[N:6]2[C:7]([C:16]([OH:18])=[O:17])=[C:8]([CH2:11][O:12][C:13](=[O:15])[CH3:14])[CH2:9][S:10][C@H:5]12)=[N+:2]=[N-:3]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 131721047HCID 131721047, compound

Product 1

HCID 131721046HCID 131721046, compound

Procedure

Cleavage of benzhydryl 7-azido-7-{[5-hydroxy-5,5-bis(dimethoxyphosphono)-1-pentylamino]-carbonyl}-3-acetoxymethyl-3-cephem-4-carboxylate, prepared as described in Example 30, with trifluoroacetic acid gives 7-azido-7-{[5-hydroxy-5,5-bis(dimethoxyphosphono)-1-pentylamino]-carbonyl}-3-acetoxymethyl-3-cephem-4-carboxylic acid.

Sources & evidence

ORD record: ord-0f398b380d4f4136b06a703a47960f8b
Source dataset: uspto-grants-1998_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05854227

Reaction notes

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