Trifluoroacetic acid → HCID 131713940, compound

HRID 1632940Notes

Reaction equation

HRID 1632940 reaction equation
[CH3:1][C@@H:2]1[N:5]([P:6](=[O:10])([O-:9])[O:7][CH3:8])[C:4](=[O:11])[C@H:3]1[NH:12]C(OC(C)(C)C)=O.[K].[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24]>C1(OC)C=CC=CC=1>[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24].[NH2:12][C@H:3]1[C@H:2]([CH3:1])[N:5]([P:6](=[O:9])([OH:10])[O:7][CH3:8])[C:4]1=[O:11]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 5462222PotassiumHCID 131713942HCID 131713942, compound

Product 1

HCID 131713940HCID 131713940, compound

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

(3S-trans)-[4-Methyl-2-oxo-3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-azetidinyl]phosphonic aicd, methyl ester, potassium salt (300 mg) suspended in dry anisole (0.3 ml), under a nitrogen atmosphere, was cooled to 0°-5° C. and trifluoracetic acid (3 ml) was added while stirring. After 1.25 hours, trifluoroacetic acid was removed in vacuo without heating and residual acid was chased under reduced pressure with toluene. The residual oil was solidified and triturated with ether yielding a powder.

Workup

  1. temperaturewas cooled to 0°-5° C.
  2. customtrifluoroacetic acid was removed in vacuo
  3. temperaturewithout heating
  4. customtriturated with ether yielding a powder

Sources & evidence

ORD record
ord-7cf3afe526a44d0d8160f5a230441e16
Source dataset
uspto-grants-1984_10
Patent number
US04478749

Reaction notes

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