Tryptamine → L-Lysine

10 mmol of a methoxycarbonyl derivative of a basic amino acid with the L-configuration is dissolved in 30 ml of DMF, 3.2 g (20 mmol) of tryptamine, 1.54 g of HOBt (10 mmol, monohydrate) and 2.1 g of DCC (10.17 mmol) is added, and the mixture is stirred at the room temperature for 24 h. A DCU precipitate is then filtered off and the solvent evaporated. The oily residue is dissolved in 150 ml of ethyl acetate and washed with 150 ml of 10% aqueous Na2CO3, water, 1% citric acid (three times) and brine. The organic layer is dried (MgSO4), filtered and evaporated to dryness. The residue is purified by column chromatography (SiO2) with O:H phase 7:3+3% MeOH, to yield amide of tetrakis(methoxycarbonyl) derivative of lysine as a dark orange oil.

1. filtrationA DCU precipitate is then filtered off
2. customthe solvent evaporated
3. dissolutionThe oily residue is dissolved in 150 ml of ethyl acetate
4. washwashed with 150 ml of 10% aqueous Na2CO3, water, 1% citric acid (three times) and brine
5. dry with materialThe organic layer is dried (MgSO4)
6. filtrationfiltered
7. customevaporated to dryness
8. customThe residue is purified by column chromatography (SiO2) with O

ORD record

ord-38999818ca1645158497a1bb397c84e4

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08541365B2