Trifluoroacetic acid → HCID 78051297, compound

HRID 710967Notes

Reaction equation

HRID 710967 reaction equation
[CH3:1][N:2](C(OC(C)(C)C)=O)[NH:3][C:4]([CH:6]1[CH2:12][CH2:11][CH:10]2[CH2:13][N:7]1[C:8](=[O:19])[N:9]2[O:14][S:15]([OH:18])(=[O:17])=[O:16])=[O:5].[Na].FC(F)(F)C(O)=O>>[CH3:1][NH:2][NH:3][C:4]([CH:6]1[CH2:12][CH2:11][CH:10]2[CH2:13][N:7]1[C:8](=[O:19])[N:9]2[O:14][S:15]([OH:18])(=[O:17])=[O:16])=[O:5]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117988604HCID 117988604, compound

Product 1

HCID 78051297HCID 78051297, compoundYield 58.1%

Procedure

Sodium tert-butyl 1-methyl-2-{[(2SR,5RS)-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}hydrazinecarboxylate (100 mg, 0.24 mmol) of Example 18 was deprotected with trifluoroacetic acid, and purified by octadecyl silica gel column chromatography to afford 41 mg of the title compound (yield 58%).

Workup

  1. custompurified by octadecyl silica gel column chromatography

Sources & evidence

ORD record
ord-5cea2756679e4796b0e557e494b76b03
Source dataset
uspto-grants-2015_11
Patent number
US09181250B2

Reaction notes

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