HCID 53811768, compound → HCID 54097243, compound

HRID 1636117Notes

Reaction equation

HRID 1636117 reaction equation
C([O:5][C:6]([C@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13](=[O:54])[CH2:14][O:15][C:16]1[CH:21]=[C:20]([O:22][CH2:23][C:24](=[O:37])[N:25]2[CH2:29][CH2:28][CH2:27][C@@H:26]2[C:30]([O:32]C(C)(C)C)=[O:31])[CH:19]=[C:18]([O:38][CH2:39][C:40]([N:42]2[CH2:46][CH2:45][CH2:44][C@@H:43]2[C:47]([O:49]C(C)(C)C)=[O:48])=[O:41])[CH:17]=1)=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[C:47]([C@H:43]1[CH2:44][CH2:45][CH2:46][N:42]1[C:40](=[O:41])[CH2:39][O:38][C:18]1[CH:19]=[C:20]([CH:21]=[C:16]([O:15][CH2:14][C:13](=[O:54])[N:9]2[CH2:10][CH2:11][CH2:12][C@@H:8]2[C:6]([OH:7])=[O:5])[CH:17]=1)[O:22][CH2:23][C:24]([N:25]1[CH2:29][CH2:28][CH2:27][C@@H:26]1[C:30]([OH:32])=[O:31])=[O:37])([OH:49])=[O:48]

Participants

3

Reactant 1

HCID 53811768HCID 53811768, compound

Product 1

HCID 54097243HCID 54097243, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 350 mg (0.47 mmol) (R)-1-[[3,5-bis-[2-[(R)-2-tert-butoxycarbonyl-pyrrolidin-1-yl]-2-oxo-ethoxy]-phenoxy]-acetyl]-pyrrolidine-2-carboxylic acid tert-butyl ester in 1.5 ml trifluoroacetic acid was stirred for 4 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 254 mg (92%) of the title compound as a light brown powder.

Workup

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

Sources & evidence

ORD record
ord-2ee4995c936a4645b109055bd28d09fd
Source dataset
uspto-grants-2003_01
Patent number
US06512001B1

Reaction notes

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