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
PROCEDURE
实验过程
To a solution of tert-butyl (3-[[3-{[tert-butyl(dimethyl)silyl]oxy}-5-(3-methoxypropyl)benzyl] (cyclopropyl)amino]-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate from the previous step (1 eq.) in THF (0.05 M) was added tetrabutylammonium fluoride (1.0 M THF solution, 1.5 eq.). The resulting golden yellow solution was stirred at RT for 8 h. The reaction mixture was quenched with sat. aq. NH4Cl and then extracted with ether. The combined organic extracts were washed with brine, dried over MgSO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 2:1 (v/v) Hex:EtOAc→1:1 (v/v) Hex:EtOAc) afforded the title compound as a white semisolid.
WORKUP
后处理
- customThe reaction mixture was quenched with sat. aq. NH4Cl
- extractionextracted with ether
- washThe combined organic extracts were washed with brine
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationthe filtrate concentrated in vacuo
- customPurification of the crude product
- customthus obtained by way of flash chromatography (SiO2, 2:1 (v/v) Hex:EtOAc→1:1 (v/v) Hex:EtOAc)