Trifluoroacetic acid → Trifluoroacetic acid

HRID 501148Notes

Reaction equation

HRID 501148 reaction equation
C(OC([N:8]([C@@H:16]1[CH2:22][CH2:21][C@@H:20]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[C:24]=2[F:30])[CH2:19][N:18]([CH2:31][C:32]([OH:35])([CH3:34])[CH3:33])[C:17]1=[O:36])C(OC(C)(C)C)=O)=O)(C)(C)C.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>C(Cl)Cl>[NH2:8][C@@H:16]1[CH2:22][CH2:21][C@@H:20]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[C:24]=2[F:30])[CH2:19][N:18]([CH2:31][C:32]([OH:35])([CH3:33])[CH3:34])[C:17]1=[O:36].[C:39]([OH:41])([C:38]([F:43])([F:42])[F:37])=[O:40]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21114341Di-tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-1-(2-hydroxy-2-methylpropyl)-2-oxoazepan-3-yl]imidodicarbonate

Product 2

HCID 6422Trifluoroacetic acidHCID 60037871(3R,6S)-3-Amino-6-(2,3-difluorophenyl)-1-(2-hydroxy-2-methylpropyl)azepan-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of di-tert-butyl[(3R,6S)-6-(2,3-difluorophenyl)-1-(2-hydroxy-2-methylpropyl)-2-oxoazepan-3-yl]imidodicarbonate (0.095 g, 0.185 mmol) in DCM (10 mL) was treated with trifluoroacetic acid (3 mL). After 1 h the reaction was concentrated to dryness to afford the title compound as a TFA salt. MS 313.2 (M+1).

Workup

  1. concentrationAfter 1 h the reaction was concentrated to dryness

Sources & evidence

ORD record
ord-e33f0e4422fd4e08aff81816ed26781d
Source dataset
uspto-grants-2010_08
Patent number
US07772224B2

Reaction notes

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