반응 #84045

반응 방정식

N-Boc-1,6-diaminohexane

Fmoc-Phe-Gly-OH

N,N′-dicyclohexylcarbodiimide

1-hydroxybenzotriazole hydrate

→

Fmoc-Phe-Gly-NH—(CH2)6NH-Boc

수율 94.3%

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGstirred overnight
2. 2
   여과Solids were filtered off
3. 3
   세척they were washed with EtOAc
4. 4
   농축The filtrate and washings were then concentrated under reduced pressure
5. 5
   기타The resulting residue was purified by flash column chromatography (0 to 10% MeOH in CH2Cl2)

실험 절차

To a solution of Fmoc-Phe-Gly-OH (0.66 g) in anhydrous THF (20 mL) at 0° C. under N2 was added N,N′-dicyclohexylcarbodiimide (0.307 g) and 1-hydroxybenzotriazole hydrate (0.201 g). After stirring for 15 min, N-Boc-1,6-diaminohexane (0.322 g) was added. The reaction mixture was allowed to warm to RT and stirred overnight. Solids were filtered off and they were washed with EtOAc. The filtrate and washings were then concentrated under reduced pressure. The resulting residue was purified by flash column chromatography (0 to 10% MeOH in CH2Cl2) to afford Fmoc-Phe-Gly-NH—(CH2)6NH-Boc as a white solid (0.9 g).

출처