Trifluoroacetic acid → HCID 131713943, compound

HRID 1632942Notes

Reaction equation

HRID 1632942 reaction equation
[CH3:1][C@@H:2]1[N:5]([P:6](=[O:11])([O-:10])[O:7][CH2:8][CH3:9])[C:4](=[O:12])[C@H:3]1[NH:13]C(OC(C)(C)C)=O.[K].[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25]>C1(OC)C=CC=CC=1.C1(C)C=CC=CC=1>[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25].[NH2:13][C@H:3]1[C@H:2]([CH3:1])[N:5]([P:6](=[O:10])([OH:11])[O:7][CH2:8][CH3:9])[C:4]1=[O:12]

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 5462222PotassiumHCID 131713945HCID 131713945, compound

Product 1

HCID 131713943HCID 131713943, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 7519AnisoleSolvent

Conditions

Temperature
-24 °C

Procedure

A suspension of (3S-trans)-[4-methyl-2-oxo-3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-azetidinyl]phosphonic acid, ethyl ester, potassium salt (500 mg) in anisole (5 ml) was cooled to -24° C. in an ice-methanol bath, and trifluoroacetic acid (10 ml) was added. The mixture was stirred at -24° C. to -12° C. for 3 hours, diluted with dry toluene (25 ml), and solvent was removed in vacuo at or below 19° C. The residual oil was solidified and triturated several times with ether giving 815 mg of the title compound as a powder.

Workup

  1. customwas removed in vacuo at or below 19° C
  2. customtriturated several times with ether giving 815 mg of the title compound as a powder

Sources & evidence

ORD record
ord-2c68e18b25c5408fa4a93a061fd54b0e
Source dataset
uspto-grants-1984_10
Patent number
US04478749

Reaction notes

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