Trifluoroacetic acid → HCID 14349728, compound

HRID 2292050Notes

Reaction equation

HRID 2292050 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:26])[C@H:10]2[NH:14][C:15]2[S:16][CH:17]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:19]=2)[C:7]=1[C:27]([O:29]C(C1C=CC=CC=1)C1C=CC=CC=1)=[O:28])(=[O:3])[CH3:2].FC(F)(F)C(O)=O>C1(OC)C=CC=CC=1.ClCCl>[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:26])[C@H:10]2[NH:14][C:15]2[S:16][CH:17]=[C:18]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:19]=2)[C:7]=1[C:27]([OH:29])=[O:28])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 14349724HCID 14349724, compound

Product 1

HCID 14349728HCID 14349728, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 7519AnisoleCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 182 mg of (6R-trans)-3-[(acetyloxy)methyl]-8-oxo-7-[(4-phenyl-2-thiazolyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester, 0.5 ml of trifluoroacetic acid, 3 drops of anisole and 3 ml of dichloromethane was reacted as described in Example 2, giving 92 mg of the desired compound.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-73e70e408dc44f8da1435c48be2e56df
Source dataset
uspto-grants-1989_01
Patent number
US04800199

Reaction notes

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