HCID 131727158, compound → HCID 88986933, compound

HRID 269652Notes

Reaction equation

HRID 269652 reaction equation
C(OC(=O)[NH:10][CH2:11][CH2:12][C@H:13]([NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[C:14]([NH:16][CH2:17][CH:18]([OH:28])[CH2:19][NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[O:15])C1C=CC=CC=1>C(O)C.[Pd]>[C:24]([O:23][C:21](=[O:22])[NH:20][CH2:19][CH:18]([OH:28])[CH2:17][NH:16][C:14](=[O:15])[C@@H:13]([NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:12][CH2:11][NH2:10])([CH3:27])([CH3:25])[CH3:26]

Participants

4

Reactant 1

HCID 131727158HCID 131727158, compound

Product 1

HCID 88986933HCID 88986933, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

25 mg (0.048 mmol) of benzyl[(3S)-3-[(tert-butoxycarbonyl)amino]-4-({3-[(tert-butoxycarbonyl)amino]-2-hydroxypropyl}amino)-4-oxobutyl]carbamate (Example 154A) are dissolved in 10 ml of ethanol. 10 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-ba5360c6f25c4269a2700c3e8789ac38
Source dataset
uspto-grants-2008_11
Patent number
US07446102B2

Reaction notes

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