HCID 10579534, compound → HCID 3001583, compound

In 18 ml of methanol were suspended 144 mg (0.238 mmol) of (R)-3,6-bis(benzyloxycarbonylamino)-N-(3-benzyloxycarbonylaminopropyl)hexanamide. To the resulting suspension was added a suspension of 81.0 mg of 10% palladium-carbon in 2 ml of water, followed by stirring. Hydrogen gas was passed through the resulting mixture at room temperature for 3 hours to effect the hydrogenolysis reaction. The palladium-carbon was filtered off from the reaction mixture obtained, and the filtrate was then concentrated to dryness. The residue obtained was dissolved in 1 ml of water and the resulting solution was subjected to chromatography on a column of "Amberlite CG-50" (trade name, NH4+ -form, 5 ml). After the column was washed with 25 ml of water, the column was eluted with aqueous ammonia at concentrations gradiently varying from 0.5% to 7.0% (0.5%-increased steps; 25 ml at each concentration). Fractions of the eluate as eluted with 4.0% to 6.0% aqueous ammonia were combined together and concentrated to dryness, to afford 48.2 mg of (R)-3,6-diamino-N-(3-aminopropyl)hexanamide as a colorless paste.

1. additionTo the resulting suspension was added
2. customthe hydrogenolysis reaction
3. filtrationThe palladium-carbon was filtered off from the reaction mixture
4. customobtained
5. concentrationthe filtrate was then concentrated to dryness
6. customThe residue obtained
7. washAfter the column was washed with 25 ml of water
8. washthe column was eluted with aqueous ammonia at concentrations
9. temperatureincreased steps
10. concentration25 ml at each concentration)
11. washFractions of the eluate as eluted with 4.0% to 6.0% aqueous ammonia
12. concentrationconcentrated to dryness

ORD record

ord-de817b10ac1840cf8c3381306176c0f5

Source dataset

uspto-grants-1998_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05849797