HCID 10627240, compound → Hexanamide, 3,6-diamino-N-(2-aminoethyl)-, (R)-

In 180 ml of methanol were suspended 1.41 g (2.39 mmol) of (R)-3,6-bis(benzyloxycarbonylamino)-N-(2-benzyloxycarbonylaminoethyl)hexanamide. To the resulting suspension was added a suspension of 718 mg of 10% palladium-carbon in 20 ml of water. After stirring, hydrogen gas was passed through the resulting mixture at room temperature for 3 hours to effect the reaction. The palladium-corbon was filtered off from the reaction mixture obtained, and the filtrate was concentrated to dryness. The residue obtained was dissolved in 15 ml of water and then subjected to a chromatography on a column of "Amberlite CG-50" (trade name, NH4+ -form, 50 ml). After the column was washed with 200 ml of water, the column was eluted with aqueous ammonia at concentrations gradiently varying from 0.5% to 4.0% (0.5%-increased steps; 200 ml at each concentration). Fractions of the eluate as eluted with 2.5% to 3.5% aqueous ammonia were combined together and concentrated to dryness, to afford 445 mg of (R)-3,6-diamino-N-(2-aminoethyl)hexanamide as a colorless paste.

1. additionTo the resulting suspension was added
2. customthe reaction
3. filtrationThe palladium-corbon was filtered off from the reaction mixture
4. customobtained
5. concentrationthe filtrate was concentrated to dryness
6. customThe residue obtained
7. washAfter the column was washed with 200 ml of water
8. washthe column was eluted with aqueous ammonia at concentrations
9. temperatureincreased steps
10. concentration200 ml at each concentration)
11. washFractions of the eluate as eluted with 2.5% to 3.5% aqueous ammonia
12. concentrationconcentrated to dryness

ORD record

ord-4eaf32e6ecdf45e6b5aad3ff5772ceb6

Source dataset

uspto-grants-1998_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05849797