Trifluoroacetic acid → HCID 131731809, compound

HRID 68356Notes

Reaction equation

HRID 68356 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]([NH:16][NH:17][C:18]([C@H:20]2[CH2:26][CH2:25][C@@H:24]3[CH2:27][N:21]2[C:22](=[O:33])[N:23]3[O:28][S:29]([OH:32])(=[O:31])=[O:30])=[O:19])=[O:15])[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]([NH:16][NH:17][C:18]([C@H:20]2[CH2:26][CH2:25][C@@H:24]3[CH2:27][N:21]2[C:22](=[O:33])[N:23]3[O:28][S:29](=[O:30])(=[O:31])[OH:32])=[O:19])=[O:15])[CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131731810HCID 131731810, compound

Product 1

HCID 131731809HCID 131731809, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By using the procedure described in Step-4 of Example-1 above, and by using tetrabutylammonium salt of trans-3-[N′-(6-sulfooxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-piperidin-1-carboxylic acid tert-butyl ester (24 gm, 0.032 mmol), dichloromethane (60 ml) and trifluoroacetic acid (60 nil) to provide the title compound in 10 gm quantity as a white solid, in 79% yield.

Sources & evidence

ORD record
ord-91b0d2104b5442869f2df4f36f513e22
Source dataset
uspto-grants-2014_09
Patent number
US08822450B2

Reaction notes

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