Trifluoroacetic acid → HCID 21289846, compound

HRID 371211Notes

Reaction equation

HRID 371211 reaction equation
[N:1]([CH:4]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:5]([NH:7][C:8]1([O:17][CH3:18])[CH2:11][N:10]([S:12]([OH:15])(=[O:14])=[O:13])[C:9]1=[O:16])=[O:6])=[N+]=[N-].[K].FC(F)(F)C(O)=O>CO.[Pd]>[NH2:1][CH:4]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:5]([NH:7][C:8]1([O:17][CH3:18])[CH2:11][N:10]([S:12]([OH:15])(=[O:13])=[O:14])[C:9]1=[O:16])=[O:6]

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 5462222PotassiumHCID 13575556HCID 13575556, compound

Product 1

HCID 21289846HCID 21289846, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(±)-3-[(Azidophenylacetyl)amino]-3-methoxy-2-oxo-1-azetidinesulfonic acid, potassium salt (209 mg; see Example 88) is dissolved in 60 ml of dry methanol. Anhydrous trifluoroacetic acid (0.6 ml) and 10% palladium on carbon (105 mg) are added and the mixture is hydrogenated for 1 hour. The catalyst is removed by filtration and the filtrate is evaporated in vacuo to yield 271 mg of crude product.

Workup

  1. customThe catalyst is removed by filtration
  2. customthe filtrate is evaporated in vacuo

Sources & evidence

ORD record
ord-f0a8151cae1640ad8acb3355e6b892b5
Source dataset
uspto-grants-1985_07
Patent number
US04529698

Reaction notes

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