HCID 53708626, compound → HCID 54428176, compound

HRID 1420136Notes

Reaction equation

HRID 1420136 reaction equation
[C:1]([O:5][C:6](=[O:33])[CH:7]([NH:25][C:26]([O:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:27])[CH2:8][S:9](=[O:24])(=[O:23])[CH2:10][CH2:11][NH:12]C(OCC1C=CC=CC=1)=O)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:33])[CH:7]([NH:25][C:26]([O:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:27])[CH2:8][S:9](=[O:23])(=[O:24])[CH2:10][CH2:11][NH2:12])([CH3:2])([CH3:4])[CH3:3]

Participants

4

Reactant 1

HCID 53708626HCID 53708626, compound

Product 1

HCID 54428176HCID 54428176, compoundYield 82.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-(butyloxycarbonylamino)-6-(benzyloxycarbonylamino)-4,4-dioxo-4-thiahexanoic acid tert-butyl ester (200 mg) in methanol (5 ml) was added Pd/C (50%) (Degussa type) (200 mg) and the mixture hydrogenated at room temperature until no further change was observed. The reaction mixture was then filtered through a pad of Hyflo and the residue washed with fresh methanol (2×2 ml). The combined filtrates were evaporated to dryness to give 119 mg of the title compound as an almost colourless glass.

Workup

  1. customhydrogenated at room temperature
  2. filtrationThe reaction mixture was then filtered through a pad of Hyflo
  3. washthe residue washed with fresh methanol (2×2 ml)
  4. customThe combined filtrates were evaporated to dryness

Sources & evidence

ORD record
ord-6751638862b947ec9b9ee82580535e85
Source dataset
uspto-grants-1999_03
Patent number
US05889056

Reaction notes

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