HCID 54258738, compound → HCID 54185753, compound

HRID 1871722Notes

Reaction equation

HRID 1871722 reaction equation
C([O:5][C:6]([C@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13](=[O:39])[CH2:14][O:15][C:16]1[CH:21]=[C:20]([OH:22])[CH:19]=[C:18]([O:23][CH2:24][C:25]([N:27]2[CH2:31][CH2:30][CH2:29][C@@H:28]2[C:32]([O:34]C(C)(C)C)=[O:33])=[O:26])[CH:17]=1)=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[C:32]([C@H:28]1[CH2:29][CH2:30][CH2:31][N:27]1[C:25](=[O:26])[CH2:24][O:23][C:18]1[CH:17]=[C:16]([CH:21]=[C:20]([OH:22])[CH:19]=1)[O: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:39])([OH:34])=[O:33]

Participants

3

Reactant 1

HCID 54258738HCID 54258738, compound

Product 1

HCID 54185753HCID 54185753, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 46 mg (0.084 mmol) (R)-1-[[3-[2-[(R)-2-tert -butoxycarbonyl-pyrrolidin-1-yl]-2-oxo-ethoxy]-5-hydroxy-phenoxy]-acetyl]-pyrrolidine-2-carboxylic acid tert-butyl ester in 1 ml trifluoroacetic acid was stirred for 4 h at room temperature. The solvent was removed in vacuo and the residue suspended in 5 ml ether. The resulting suspension was stirred overnight. Filtration and drying gave 35 mg (96%) of the title compound as a light brown powder. MS m/e (%): 435 (M-H-, 100).

Workup

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

Sources & evidence

ORD record
ord-281c7230312e4002867fd33d0dcf388b
Source dataset
uspto-grants-2000_08
Patent number
US06103910

Reaction notes

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