Benzyl((4S)-4-[(tert-butoxycarbonyl)amino]-5-{[(1S)-3-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)propyl]amino}-5-oxopentyl)carbamate → HCID 86619424, compound

HRID 269621Notes

Reaction equation

HRID 269621 reaction equation
C(OC(=O)[NH:10][CH2:11][CH2:12][CH2:13][C@H:14]([NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C:15]([NH:17][C@H:18]([CH2:29][OH:30])[CH2:19][CH2:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[O:16])C1C=CC=CC=1>C(O)C.[Pd]>[C:35]([O:34][C:32]([NH:31][C@H:14]([C:15]([NH:17][C@H:18]([CH2:29][OH:30])[CH2:19][CH2:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[O:16])[CH2:13][CH2:12][CH2:11][NH2:10])=[O:33])([CH3:38])([CH3:37])[CH3:36]

Participants

4

Reactant 1

HCID 131727148Benzyl((4S)-4-[(tert-butoxycarbonyl)amino]-5-{[(1S)-3-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)propyl]amino}-5-oxopentyl)carbamate

Product 1

HCID 86619424HCID 86619424, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Preparation takes place in analogy to Example 81A from 50 mg (0.09 mmol) of benzyl((4S)-4-[(tert-butoxycarbonyl)amino]-5-{[(1S)-3-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)propyl]amino}-5-oxopentyl)carbamate (Example 93A) in 50 ml of ethanol with the addition of 5 mg of palladium on activated carbon (10%). The product is reacted without further purification.

Workup

  1. customPreparation
  2. customThe product is reacted without further purification

Sources & evidence

ORD record
ord-4ed31752f5784d0881dd69f1a99d12ad
Source dataset
uspto-grants-2008_11
Patent number
US07446102B2

Reaction notes

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