Trifluoroacetic acid → 1-Hydroxy-3-[4-(4-methoxy-phenoxy)-benzenesulfonyl]-azepan-2-one

HRID 1716323Notes

Reaction equation

HRID 1716323 reaction equation
[CH3:1][O:2][C:3]1[CH:46]=[CH:45][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH:17]3[CH2:23][CH2:22][CH2:21][CH2:20][N:19]([O:24]C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:18]3=[O:44])(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[OH:24][N:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH:17]([S:14]([C:11]2[CH:10]=[CH:9][C:8]([O:7][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:46][CH:45]=3)=[CH:13][CH:12]=2)(=[O:16])=[O:15])[C:18]1=[O:44]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 685163403-[4-(4-Methoxy-phenoxy)-benzenesulfonyl]-1-trityloxy-azepan-2-one

Product 1

HCID 248524871-Hydroxy-3-[4-(4-methoxy-phenoxy)-benzenesulfonyl]-azepan-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[4-(4-Methoxy-phenoxy)-benzenesulfonyl]-1-trityloxy-azepan-2-one prepared from step G (3.2 mg, 0.00817 mmol) in 1.0 ml of anhydrous CH2Cl2 was added 1.0 ml of TFA and the resulting solution was stirred for 30 min. After TLC indicated the completion of the reaction (<30 min), the reaction mixture was concentrated under reduced pressure to gave a crude material, which was then purified by a column chromatography (0˜5% MeOH in CH2Cl2). MS: 391.8 (M+H)+, 413.9 (M+Na)+.

Workup

  1. customthe completion of the reaction (<30 min)
  2. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7665fe919098441bb1ebf4cecfe54298
Source dataset
uspto-grants-2010_09
Patent number
US07803793B2

Reaction notes

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