تفاعل #84045

معادلة التفاعل

N-Boc-1,6-diaminohexane

Fmoc-Phe-Gly-OH

N,N′-dicyclohexylcarbodiimide

1-hydroxybenzotriazole hydrate

→

Fmoc-Phe-Gly-NH—(CH2)6NH-Boc

المردود 94.3%

المذيبات

THF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر