(R)-1-[[2-[2-[(R)-2-tert-butoxycarbonyl-pyrrolidin-1-yl]-2-oxo-ethoxy]-3,4,5,6-tetrachloro-phenoxy]-acetyl]-pyrrolidine-2-carboxylic acid tert-butyl ester → HCID 54436070, compound

HRID 1583156Notes

Reaction equation

HRID 1583156 reaction equation
C([O:5][C:6]([C@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13](=[O:42])[CH2:14][O:15][C:16]1[C:21]([Cl:22])=[C:20]([Cl:23])[C:19]([Cl:24])=[C:18]([Cl:25])[C:17]=1[O:26][CH2:27][C:28]([N:30]1[CH2:34][CH2:33][CH2:32][C@@H:31]1[C:35]([O:37]C(C)(C)C)=[O:36])=[O:29])=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[C:6]([C@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13](=[O:42])[CH2:14][O:15][C:16]1[C:21]([Cl:22])=[C:20]([Cl:23])[C:19]([Cl:24])=[C:18]([Cl:25])[C:17]=1[O:26][CH2:27][C:28]([N:30]1[CH2:34][CH2:33][CH2:32][C@@H:31]1[C:35]([OH:37])=[O:36])=[O:29])([OH:7])=[O:5]

Participants

3

Reactant 1

HCID 54215510(R)-1-[[2-[2-[(R)-2-tert-butoxycarbonyl-pyrrolidin-1-yl]-2-oxo-ethoxy]-3,4,5,6-tetrachloro-phenoxy]-acetyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Product 1

HCID 54436070HCID 54436070, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 220 mg (0.34 mmol) (R)-1-[[2-[2-[(R)-2-tert-butoxycarbonyl-pyrrolidin-1-yl]-2-oxo-ethoxy]-3,4,5,6-tetrachloro-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 172 mg (94%) of the title compound as a white powder.

Workup

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

Sources & evidence

ORD record
ord-c8fb7f3c3e5e4f43b7eff6b3b1bf5f03
Source dataset
uspto-grants-2004_05
Patent number
US06740760B2

Reaction notes

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