반응 #72415

반응 방정식

DMF

tryptamine

HOBt

DCC

→

lysine

수율 99.0%

반응 조건

후처리

1. 1
   여과A DCU precipitate is then filtered off
2. 2
   기타the solvent evaporated
3. 3
   workup.DISSOLUTIONThe oily residue is dissolved in 150 ml of ethyl acetate
4. 4
   세척washed with 150 ml of 10% aqueous Na2CO3, water, 1% citric acid (three times) and brine
5. 5
   건조The organic layer is dried (MgSO4)
6. 6
   여과filtered
7. 7
   기타evaporated to dryness
8. 8
   기타The residue is purified by column chromatography (SiO2) with O

실험 절차

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.

출처