D-Psicose → HCID 69513333, compound

HRID 1295871Notes

Reaction equation

HRID 1295871 reaction equation
CN.[C:3]([O:7][C:8](=[O:23])[NH:9][CH2:10][CH:11]1[CH2:15][CH2:14][N:13](CC2C=CC=CC=2)[CH2:12]1)([CH3:6])([CH3:5])[CH3:4].OCC1(OC[C@@H](O)[C@@H](O)[C@H]1O)O>CO.[Pd]>[C:3]([O:7][C:8](=[O:23])[NH2:9])([CH3:6])([CH3:5])[CH3:4].[CH3:8][NH:9][CH2:10][CH:11]1[CH2:15][CH2:14][NH:13][CH2:12]1

Participants

5

Reactant 2

HCID 441036D-PsicoseHCID 69513505HCID 69513505, compound

Product 1

HCID 69513333HCID 69513333, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (1-benzyl-pyrrolidin-3-ylmethyl)-carbamic acid tert-butyl ester methyl amine (1.0 g, 3.28 mmol) in methanol (35 ml) was added Pd/C (20%) (0.22 g). The resulting mixture was hydrogenated at 50 Psi over night. The Pd was filtered over Celite and evaporated to dryness to give the desired product in 92% yield.

Workup

  1. filtrationThe Pd was filtered over Celite
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-a844bc35495b41bbb48f3fdfcfaf5a55
Source dataset
uspto-grants-2007_07
Patent number
US07244758B2

Reaction notes

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