2-benzyl 3-methyl (2S,3S,5S)-1-benzyl-5-tert-butoxypiperidine-2,3-dicarboxylate → HCID 67304647, compound

HRID 61476Notes

Reaction equation

HRID 61476 reaction equation
C([N:8]1[CH2:13][C@@H:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:11][C@H:10]([C:19]([O:21][CH3:22])=[O:20])[C@H:9]1[C:23]([O:25]CC1C=CC=CC=1)=[O:24])C1C=CC=CC=1.[H][H]>CO.[Pd]>[C:15]([O:14][C@@H:12]1[CH2:13][NH:8][C@H:9]([C:23]([OH:25])=[O:24])[C@@H:10]([C:19]([O:21][CH3:22])=[O:20])[CH2:11]1)([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 2

HCID 866214892-benzyl 3-methyl (2S,3S,5S)-1-benzyl-5-tert-butoxypiperidine-2,3-dicarboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 67304647HCID 67304647, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-benzyl 3-methyl(2S,3S,5S)-1-benzyl-5-tert-butoxypiperidine-2,3-dicarboxylate (80.0 mg, 0.000182 mol) in 5 mL of MeOH was hydrogenated in the presence of 10% Pd/C, under a balloon pressure of hydrogen, overnight. After filter off the catalyst, the filtration was concentrated to dry and used directly in next step (43 mg, 91.1%). MS (ESI): (M+H)+=260.1.

Workup

  1. filtrationAfter filter off the catalyst
  2. filtrationthe filtration
  3. concentrationwas concentrated
  4. customto dry

Sources & evidence

ORD record
ord-105de5df2a9f4ffba7eb14893705e4e2
Source dataset
uspto-grants-2016_09
Patent number
US09440958B2

Reaction notes

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