Trifluoroacetic acid → HCID 86601539, compound

HRID 2217541Notes

Reaction equation

HRID 2217541 reaction equation
C(OC([N:8]1[CH2:12][C@H:11]([O:13][Si](C(C)(C)C)(C)C)[CH2:10][C@@H:9]1[C:21](=[O:40])[NH:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[S:35]([CH3:38])(=[O:37])=[O:36])=[CH:25][C:24]=1[F:39])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:39][C:24]1[CH:25]=[C:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[S:35]([CH3:38])(=[O:36])=[O:37])[CH:27]=[CH:28][C:23]=1[NH:22][C:21]([C@H:9]1[CH2:10][C@@H:11]([OH:13])[CH2:12][NH:8]1)=[O:40]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68806270HCID 68806270, compound

Product 1

HCID 86601539HCID 86601539, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(3-fluoro-2′-methanesulfonyl-biphenyl-4-ylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.8 g, 1.35 mmol) was dissolved in 30 mL DCM, added 10 mL trifluoroacetic acid and stirred reaction at ambient temperature for 90 minutes. Solution was concentrated to yield title compound as an amber oil. (100% crude yield) APCI (AP−): 434.1 (M−H)−.

Workup

  1. customreaction at ambient temperature for 90 minutes
  2. concentrationSolution was concentrated

Sources & evidence

ORD record
ord-c3c6594400c84242b494ab8bdd285427
Source dataset
uspto-grants-2008_08
Patent number
US07407974B2

Reaction notes

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