Trifluoroacetic acid → HCID 131715847, compound

HRID 2292371Notes

Reaction equation

HRID 2292371 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[OH:8][C:9]1[CH:10]=[C:11]([N:16]2[CH2:20][CH2:19][N:18]([C:21]([NH:23][S:24]([NH:27][C:28]([N:30]3[CH2:33][C@H:32]([NH:34]C(=O)OCC4C=CC=CC=4)[C:31]3=[O:45])=[O:29])(=[O:26])=[O:25])=[O:22])[C:17]2=[O:46])[CH:12]=[CH:13][C:14]=1[OH:15].[Na]>C1(SC)C=CC=CC=1>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:34][C@H:32]1[CH2:33][N:30]([C:28]([NH:27][S:24]([NH:23][C:21]([N:18]2[CH2:19][CH2:20][N:16]([C:11]3[CH:12]=[CH:13][C:14]([OH:15])=[C:9]([OH:8])[CH:10]=3)[C:17]2=[O:46])=[O:22])(=[O:25])=[O:26])=[O:29])[C:31]1=[O:45]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 5360545SodiumHCID 131715848HCID 131715848, compound

Product 1

HCID 131715847HCID 131715847, compound

Reagents, catalysts & solvents 1

HCID 7520ThioanisoleSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 20 ml of thioanisole and 75 ml of trifluoroacetic acid was cooled to 0° C. and 15.25 g of (S)-[1-[[[[[[3-(3,4-dihydroxyphenyl)-2-oxo-1-imidazolidinyl]carbonyl]amino]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester, monosodium salt was added. After stirring overnight at room temperature, the excess trifluoroacetic acid was evaporated in vacuo and the residue triturated with ether. The precipitate was filtered off by suction, washed with ether, and dried in vacuo; yield: 15.69 g.

Workup

  1. customthe excess trifluoroacetic acid was evaporated in vacuo
  2. customthe residue triturated with ether
  3. filtrationThe precipitate was filtered off by suction
  4. washwashed with ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-16b0e41fedb040bbb386b4024e60d2c4
Source dataset
uspto-grants-1989_01
Patent number
US04801705

Reaction notes

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