Trifluoroacetic acid → HCID 66660316, compound

HRID 2383506Notes

Reaction equation

HRID 2383506 reaction equation
[CH3:1][O:2][C@:3]12[CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][C@H:4]1[N:5]([C:8]([O:10][C@@H:11]([CH3:16])[C:12]([F:15])([F:14])[F:13])=[O:9])[CH2:6][CH2:7]2.C(O)(C(F)(F)F)=O.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl>[CH3:1][O:2][C@:3]12[CH2:19][NH:18][CH2:17][C@H:4]1[N:5]([C:8]([O:10][C@@H:11]([CH3:16])[C:12]([F:15])([F:14])[F:13])=[O:9])[CH2:6][CH2:7]2

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 68026894HCID 68026894, compound

Product 1

HCID 66660316HCID 66660316, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To the solution of 5-tert-butyl 1-[(2S)-1,1,1-trifluoropropan-2-yl] (3aR,6aR)-3a-methoxyhexahydropyrrolo[3,4-b]pyrrole-1,5-dicarboxylate (15 mg) in CHCl3 (0.5 mL) was added TFA (0.5 mL). After stirring for 1 hour at room temperature, the mixture was poured into saturated aqueous solution of NaHCO3 and extracted with CHCl3. The extract was dried over Na2SO4 and concentrated to give (2S)-1,1,1-trifluoropropan-2-yl (3aR,6aR)-3a-methoxyhexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate as a pale yellow foam.

Workup

  1. extractionextracted with CHCl3
  2. dry with materialThe extract was dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-81704d2ae3e742598a6f5f8932607518
Source dataset
uspto-grants-2012_09
Patent number
US08263632B2

Reaction notes

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