HCID 131727159, compound → HCID 88986877, compound

HRID 269653Notes

Reaction equation

HRID 269653 reaction equation
[C:1]([O:5][C:6](=[O:44])[NH:7][CH2:8][CH:9]([NH:19][C:20](=[O:43])[C@@H:21]([NH:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:22][CH2:23][NH:24]C(OCC1C=CC=CC=1)=O)[CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:44])[NH:7][CH2:8][CH:9]([NH:19][C:20](=[O:43])[C@@H:21]([NH:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:22][CH2:23][NH2:24])[CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 131727159HCID 131727159, compound

Product 1

HCID 88986877HCID 88986877, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

116 mg (0.186 mmol) of di-tert-butyl[2-({(2S)-4-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]butanoyl}amino)propane-1,3-diyl]biscarbamate (Example 156A) are dissolved in 20 ml of ethanol. 30 mg of palladium on activated carbon (10%) are added thereto, and the mixture is then hydrogenated under atmospheric pressure for 15 h. The reaction mixture is filtered through prewashed kieselguhr and the filtrate is concentrated on a rotary evaporator in vacuo. The crude product is reacted without further purification.

Workup

  1. filtrationThe reaction mixture is filtered through prewashed kieselguhr
  2. concentrationthe filtrate is concentrated on a rotary evaporator in vacuo
  3. customThe crude product is reacted without further purification

Sources & evidence

ORD record
ord-3176dbb908cd49888684ecdb8a334744
Source dataset
uspto-grants-2008_11
Patent number
US07446102B2

Reaction notes

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