Diethyl Ether → (E)-3-(3-Amino-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-enenitrile L-serineamide Hydrochloride

(E)-3-(3-Amino-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-enenitrile-Fmoc-L-serineamide (1,430 mg, 2.07 mmols) were dissolved in 5 ml of chloroform and 2 ml of piperidine. The reaction was conducted for 1 hour, and the product was then purified using a silica-gel column (eluent, mixture of ethyl acetate and dichloromethane at a ratio by volume of 1:1). The thus-purified product was concentrated to dryness under reduced pressure, and then dissolved in 10 ml of a solution of 4-M hydrochloric acid and dioxane. The resulting mixture was reacted at 70 ° C. for 1 hour. One-hundred milliliters of diethyl ether were added thereto, and the resulting precipitate was collected by filtration. The thus-obtained powder was purified through medium-pressure liquid chromatography (ODS, mixture of water and acetonitrile at a ratio by volume of from 75:25), and was heat-dissolved in a mixture of chloroform and methanol at a ratio of 5:1 to produce 460 mg (0.992 mmols) of the final product in a yield of 48%.

1. customthe product was then purified
2. additioneluent, mixture of ethyl acetate and dichloromethane at a ratio by volume of 1:1)
3. concentrationThe thus-purified product was concentrated to dryness under reduced pressure
4. dissolutiondissolved in 10 ml of a solution of 4-M hydrochloric acid and dioxane
5. customThe resulting mixture was reacted at 70 ° C. for 1 hour
6. filtrationthe resulting precipitate was collected by filtration
7. customThe thus-obtained powder was purified through medium-pressure liquid chromatography (
8. additionODS, mixture of water and acetonitrile at a ratio by volume of from 75:25), and
9. dissolutionwas heat-dissolved in a mixture of chloroform and methanol at a ratio of 5:1

ORDレコード

ord-434b2925ded348ed9898320f1c918602

出典データセット

uspto-grants-1997_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05674906