HCID 86624509, compound → tert-Butyl [(4S)-4-amino-6-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-6-oxohexyl]carbamate

HRID 269639Notes

Reaction equation

HRID 269639 reaction equation
C(OC(=O)[NH:10][C@H:11]([CH2:23][C:24]([NH:26][CH2:27][CH2:28][NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])=[O:25])[CH2:12][CH2:13][CH2:14][NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])C1C=CC=CC=1>C(O)C.[Pd]>[C:19]([O:18][C:16](=[O:17])[NH:15][CH2:14][CH2:13][CH2:12][C@H:11]([NH2:10])[CH2:23][C:24]([NH:26][CH2:27][CH2:28][NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])=[O:25])([CH3:20])([CH3:22])[CH3:21]

Participants

4

Reactant 1

HCID 86624509HCID 86624509, compound

Product 1

HCID 86624510tert-Butyl [(4S)-4-amino-6-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-6-oxohexyl]carbamate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

400 mg (0.765 mmol) of benzyl{(1S)-4-[(tert-butoxycarbonyl)amino]-1-[2-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-2-oxoethyl]butyl}carbamate (Example 114A) are dissolved in 50 ml of ethanol. 80 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-622ca23be2e5471bab060701ace92791
Source dataset
uspto-grants-2008_11
Patent number
US07446102B2

Reaction notes

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