反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
O-allyl L-seryl methyl ester trifluoroacetate 20 (7.03 g, 21.3 mmol), N-tert-butoxycarbonyl O-allyl L-seryl L-valyl L-valine 15 (9.45 g, 21.3 mmol) and N,N-diisopropylethyl amine (2.75 g, 21.3 mmol) were dissolved in CH2Cl2 (100 mL) and the solution cooled to 0° C. (icebath). HOBt hydrate (3.26 g, 21.3 mmol) and then EDC hydrochloride (4.49 g, 23.4 mmol) were added in small portions. The reaction mixture was stirred for 1 h 30 min at 0° C. after which the icebath was removed and the mixture stirred for 14 h 30 min. The volume was then increased by addition of CH2Cl2 (200 mL) and the mixture stirred for another 7 hours before the volume was increased to 400 mL. The suspension was washed with 2M aqueous H2SO4 (150+300+450 mL), 7.5% (w/w) aqueous K2CO3 (150+300+450 mL), saturated brine (400 mL) and water (400+600 mL). The suspension was then diluted with CH2Cl2 (1.5 L) and dried with 3 Å molecular sieves resulting in a slightly turbid solution.
WORKUP
后处理
- customwas removed
- stirringthe mixture stirred for 14 h 30 min
- temperatureThe volume was then increased by addition of CH2Cl2 (200 mL)
- stirringthe mixture stirred for another 7 hours before the volume
- temperaturewas increased to 400 mL
- washThe suspension was washed with 2M aqueous H2SO4 (150+300+450 mL), 7.5% (w/w) aqueous K2CO3 (150+300+450 mL), saturated brine (400 mL) and water (400+600 mL)
- additionThe suspension was then diluted with CH2Cl2 (1.5 L)
- customdried with 3 Å molecular sieves
- customresulting in a slightly turbid solution