HCID 59900509, compound → HCID 59900488, compound

HRID 567852Notes

Reaction equation

HRID 567852 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([C:13]1[CH:14]=[C:15]([CH:29]=[CH:30][CH:31]=1)[CH2:16][CH2:17][NH:18]C(=O)OCC1C=CC=CC=1)[CH2:10][O:11][CH3:12])=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[NH2:18][CH2:17][CH2:16][C:15]1[CH:14]=[C:13]([CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:2])[CH3:4])[CH2:10][O:11][CH3:12])[CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 1

HCID 59900509HCID 59900509, compound

Product 1

HCID 59900488HCID 59900488, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of benzyl 3-{(1R/S)-1-[(tert-butoxycarbonyl)amino]-2-methoxyethyl}phenethylcarbamate (preparation 120) (289 mg, 0.68 mmol) and 10% palladium on charcoal (30 mg) in methanol (10 ml) was hydrogenated at 15 psi and room temperature for 16 hrs. The reaction mixture was filtered through Arbocel®, and the filtrate evaporated under reduced pressure to give the title compound, (196 mg, 98%).

Workup

  1. filtrationThe reaction mixture was filtered through Arbocel®
  2. customthe filtrate evaporated under reduced pressure

Sources & evidence

ORD record
ord-9d269dd297f8497797f93135b43a6105
Source dataset
uspto-grants-2001_01
Patent number
US06180627B2

Reaction notes

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