HCID 86621497, compound → (2S,3S)-3-(tert-butoxycarbonyl)-5,5-difluoropiperidine-2-carboxylic Acid

HRID 61504Notes

Reaction equation

HRID 61504 reaction equation
[F:1][C:2]1([F:35])[CH2:7][N:6](C(OCC2C=CC=CC=2)=O)[C@H:5]([C:18]([O:20]CC2C=CC=CC=2)=[O:19])[C@@H:4]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:3]1.[H][H]>CCO.[Pd]>[C:31]([O:30][C:28]([C@H:4]1[CH2:3][C:2]([F:1])([F:35])[CH2:7][NH:6][C@@H:5]1[C:18]([OH:20])=[O:19])=[O:29])([CH3:34])([CH3:32])[CH3:33]

Participants

5

Reactant 2

HCID 86621497HCID 86621497, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67304512(2S,3S)-3-(tert-butoxycarbonyl)-5,5-difluoropiperidine-2-carboxylic Acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1,2-dibenzyl 3-tert-butyl(2S,3S)-5,5-difluoropiperidine-1,2,3-tricarboxylate (0.370 g, 0.000756 mol) in EtOH (7.0 mL) was hydrogenated in the presence of 10% Pd/C, under a ballon pressure of hydrogen, for 2 h. After filtered off the catalyst, the filtration was evaporated to dry. The residue was used directly in next step (190 mg, 94.77%). LC MS (M-Bu+1) 210.0.

Workup

  1. filtrationAfter filtered off the catalyst
  2. filtrationthe filtration
  3. customwas evaporated
  4. customto dry

Sources & evidence

ORD record
ord-053960773cd840a99b5d9df0abf168d1
Source dataset
uspto-grants-2016_09
Patent number
US09440958B2

Reaction notes

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