Trifluoroacetic acid → HCID 86601539, compound

HRID 1796261Notes

Reaction equation

HRID 1796261 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-24c669a39e7d4b3a99733a9a98319c8b
Source dataset
uspto-grants-2006_04
Patent number
US07030141B2

Reaction notes

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