Trifluoroacetic acid → HCID 69896126, compound

HRID 1636127Notes

Reaction equation

HRID 1636127 reaction equation
C([O:5][C:6]([C@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13](=[O:38])[CH2:14][N:15]([CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH2:16][C:17]([N:19]1[CH2:23][CH2:22][CH2:21][C@@H:20]1[C:24]([O:26]C(C)(C)C)=[O:25])=[O:18])=[O:7])(C)(C)C.[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[CH2:31]([N:15]([CH2:14][C:13]([N:9]1[CH2:10][CH2:11][CH2:12][C@@H:8]1[C:6]([OH:7])=[O:5])=[O:38])[CH2:16][C:17]([N:19]1[CH2:23][CH2:22][CH2:21][C@@H:20]1[C:24]([OH:26])=[O:25])=[O:18])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54012478HCID 54012478, compound

Product 1

HCID 69896126HCID 69896126, compoundYield 94%

Procedure

A solution of 200 mg (0.38 mmol) (R)-1-[[Benzyl-[2-[(R)-2-tert-butoxycarbonyl-pyrrolidin-1-yl]-2-oxo-ethyl]-amino]-acetyl]-pyrrolidine-2-carboxylic acid tert-butyl ester in 2 ml trifluoroacetic acid was stirred for 3 h at room temperature. The solvent was removed in vacuo and the residue suspended in 10 ml ether. The resulting suspension was stirred overnight. Filtration and drying gave 189 mg (94%) of the title compound as white crystals.

Workup

  1. customThe solvent was removed in vacuo
  2. filtrationFiltration
  3. customdrying

Sources & evidence

ORD record
ord-23b268232e554d36ba4bd63cd8511ffe
Source dataset
uspto-grants-2003_01
Patent number
US06512001B1

Reaction notes

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