Trifluoroacetic acid → HCID 86601539, compound

HRID 2217526Notes

Reaction equation

HRID 2217526 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−): (M−H)−.

Workup

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

Sources & evidence

ORD record
ord-28b7a26e1b35450f82ae0725519976fd
Source dataset
uspto-grants-2008_08
Patent number
US07407974B2

Reaction notes

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