Trifluoroacetic acid → HCID 131727595, compound

HRID 2106424Notes

Reaction equation

HRID 2106424 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C@:15]2([O:24][C@H:23]([CH2:25][OH:26])[C@@H:21]([OH:22])[C@H:19]([OH:20])[C@H:17]2[OH:18])[OH:16])=[CH:11][C:10]=1[CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH:35]2[CH2:40][CH2:39][N:38](C(OC(C)(C)C)=O)[CH2:37][CH2:36]2)=[CH:30][CH:29]=1.C(=O)([O-])[O-].[K+].[K+]>ClCCl.C(OCC)(=O)C>[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C@:15]2([O:24][C@H:23]([CH2:25][OH:26])[C@@H:21]([OH:22])[C@H:19]([OH:20])[C@H:17]2[OH:18])[OH:16])=[CH:11][C:10]=1[CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)=[CH:30][CH:29]=1

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 131727596HCID 131727596, compound

Product 1

HCID 131727595HCID 131727595, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

2 ml trifluoroacetic acid are added to a solution of 0.19 g 1-chloro-4-(β-D-glucopyranos-1-yl)-2-[4-(1-tert-butlyoxycarbonylpiperidin-4-yloxy)-benzyl]-benzene in 4 ml dichloromethane. The solution is stirred for 1.5 h at ambient temperature and then diluted with ethyl acetate and made basic with aqueous potassium carbonate solution. The organic phase is separated off and the aqueous phase is extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate and the solvent is eliminated entirely.

Workup

  1. customThe organic phase is separated off
  2. extractionthe aqueous phase is extracted with ethyl acetate
  3. dry with materialThe combined organic phases are dried over sodium sulphate

Sources & evidence

ORD record
ord-e5a25e96d3654de59e89e17a7fc8ed15
Source dataset
uspto-grants-2009_08
Patent number
US07579449B2

Reaction notes

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