HCID 68459384, compound → HCID 86620364, compound

HRID 500061Notes

Reaction equation

HRID 500061 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][N:11]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:12][CH:13]([CH2:33][CH2:34][O:35]CC1C=CC=CC=1)[CH2:14][N:15]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:16][CH2:17][NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:22]([O:21][C:19]([NH:18][CH2:17][CH2:16][N:15]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:14][CH:13]([CH2:33][CH2:34][OH:35])[CH2:12][N:11]([C:43]([O:45][C:46]([CH3:48])([CH3:47])[CH3:49])=[O:44])[CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])=[O:20])([CH3:23])([CH3:24])[CH3:25]

Participants

4

Reactant 1

HCID 68459384HCID 68459384, compound

Product 1

HCID 86620364HCID 86620364, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N,N′-Bis(2-tert-butoxycarbonylamino-ethyl)-2-(2-benzyloxy-ethyl)-1,3-di(tert-butoxycarbonylamino)propane (3.16 g) was dissolved in absolute ethanol (100 mL) and Pd on activated carbon (1.00 g, dry, 10%) was added. The mixture was hydrogenated in a Parr hydrogenation apparatus at 35 psi for two days. The catalyst was filtered off, washed with ethanol (3×20 mL). The ethanol was removed by rotary evaporation to give a colourless oil that was dried to a constant mass (2.67 g, 97.1%) under high vacuum.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with ethanol (3×20 mL)
  3. customThe ethanol was removed by rotary evaporation
  4. customto give a colourless oil that
  5. customwas dried to a constant mass (2.67 g, 97.1%) under high vacuum

Sources & evidence

ORD record
ord-f1d67220ebcb4092832fd6feae4ff5cd
Source dataset
uspto-grants-2010_08
Patent number
US07767796B2

Reaction notes

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