Trifluoroacetic acid → HCID 131715527, compound

HRID 1252610Notes

Reaction equation

HRID 1252610 reaction equation
[OH:1][C:2]1[C:3](=[O:37])[CH:4]=[C:5]([CH2:8][N:9]2[CH2:13][CH2:12][N:11]([S:14]([NH:17][C:18]([N:20]3[CH2:23][C@H:22]([NH:24]C(=O)OCC4C=CC=CC=4)[C:21]3=[O:35])=[O:19])(=[O:16])=[O:15])[C:10]2=[O:36])[NH:6][CH:7]=1.C1(SC)C=CC=CC=1.[F:46][C:47]([F:52])([F:51])[C:48]([OH:50])=[O:49]>>[F:46][C:47]([F:52])([F:51])[C:48]([OH:50])=[O:49].[NH2:24][C@H:22]1[CH2:23][N:20]([C:18]([NH:17][S:14]([N:11]2[CH2:12][CH2:13][N:9]([CH2:8][C:5]3[NH:6][CH:7]=[C:2]([OH:1])[C:3](=[O:37])[CH:4]=3)[C:10]2=[O:36])(=[O:16])=[O:15])=[O:19])[C:21]1=[O:35]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7520ThioanisoleHCID 14182479HCID 14182479, compound

Product 1

HCID 131715527HCID 131715527, compound

Procedure

(S)-[1-[[[[3-[(1,4-Dihydro-5-hydroxy-4-oxo-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester (0.50 g, 0.93 mmol) was added to a mixture of 0.5 ml of thioanisole and 2 ml of trifluoroacetic acid . The solution was stirred overnight at room temperature and evaporated in vacuo. The residue was triturated with ether, filtered off by suction, and dried in vacuo, yielding 0.49 g of the title compound, melting point 155° C.

Workup

  1. customevaporated in vacuo
  2. customThe residue was triturated with ether
  3. filtrationfiltered off by suction
  4. customdried in vacuo

Sources & evidence

ORD record
ord-375b1991909944019638297cc32653fa
Source dataset
uspto-grants-1988_05
Patent number
US04743685

Reaction notes

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