反应详情

温度

100 °C

To a solution of tert-butyl (3-{cyclopropyl[3-hydroxy-5-(3-methoxypropyl)benzyl] (cyclopropyl)amino}-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate from Example 70, Step 2 (1 eq.) in toluene (0.1 M) was added 2-pyridin-2-ylethanol (1.2 eq.) and 1,1′-(azodicarbonyl)-dipiperidine (1.2 eq.). The resulting orange solution was deoxygenated before tributylphosphine (1.2 eq.) was added. The now yellow-orange solution was heated at 100° C. for 14 h. The reaction mixture was cooled to RT, diluted with ether, and washed with 1 N aq. NaOH. The aqueous wash was back extracted with ether and the combined organic extracts were dried over MgSO4. Filtration and concentration of the filtrate in vacuo afforded a red oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 4:1 (v/v) Hex:EtOAc→EtOAc) afforded the title compound as a pale yellow oil.

1. additionwas added
2. temperatureThe reaction mixture was cooled to RT
3. washwashed with 1 N aq. NaOH
4. washThe aqueous wash
5. extractionwas back extracted with ether
6. dry with materialthe combined organic extracts were dried over MgSO4
7. filtrationFiltration and concentration of the filtrate in vacuo
8. customafforded a red oil
9. customPurification of the crude product
10. customthus obtained by way of flash chromatography (SiO2, 4:1 (v/v) Hex:EtOAc→EtOAc)