HCID 86663943, compound → HCID 66644582, compound

HRID 576871Notes

Reaction equation

HRID 576871 reaction equation
[CH2:1]([O:3][CH:4]([O:41][CH2:42][CH3:43])[CH2:5][N:6]([CH2:32][CH2:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:7](=[O:31])[C@@H:8]([NH:20]C(=O)OCC1C=CC=CC=1)[CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1)[CH3:2]>CO.[Pd]>[NH2:20][C@@H:8]([CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1)[C:7]([N:6]([CH2:5][CH:4]([O:41][CH2:42][CH3:43])[O:3][CH2:1][CH3:2])[CH2:32][CH2:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:31]

Participants

4

Reactant 1

HCID 86663943HCID 86663943, compound

Product 1

HCID 66644582HCID 66644582, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (S)-benzyl 1-((2,2-diethoxyethyl) (3-phenylpropyl)amino)-3-(naphthalen-1-yl)-1-oxopropan-2-ylcarbamate (Compound XV-32) 21.4 g (36.8 mmol) in methanol 200 ml, 10% of palladium on carbon (8 g) was added, then the mixture was stirred at H2 atmosphere overnight. The mixture was filtered and the filtrate was evaporated to obtain the title compound 14.5 g (yield 88%).

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-fedbb5c7d7f74199bd5ffa074fe2d2b9
Source dataset
uspto-grants-2015_05
Patent number
US09040531B2

Reaction notes

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