反応 #11952

反応方程式

compound

Nα-(4-(8-quinolylaminomethyl)benzoyl)-Nδ-Boc-L-ornithine

hydrochloric acid dioxane

→

title compound

(S)-2-(4-(8-quinolylaminomethyl)benzoylamino)-5-(2-picolylamino)valeric acid

溶媒

methanol

反応条件

後処理

1. 1
   その他After the reaction for 1 hour
2. 2
   濃縮the reaction solution was concentrated
3. 3
   その他dried under reduced pressure
4. 4
   workup.DISSOLUTIONThe resulting residue was dissolved in methanol (2 ml)
5. 5
   workup.ADDITIONpyridine-2-aldehyde (18 μl) and triethylamine (27 μl) were added
6. 6
   濃縮the reaction solution was concentrated
7. 7
   その他dried under reduced pressure
8. 8
   workup.DISSOLUTIONThe residue was again dissolved in methanol (2 ml)
9. 9
   workup.ADDITIONsodium borohydride (22 mg) was added
10. 10
    その他After the reaction for 1 hour
11. 11
    濃縮the reaction solution was concentrated
12. 12
    その他The residue was purified by silica gel column chromatography (4 g, chloroform/methanol/water=7/3/0.5)

実験手順

The compound obtained in Example 16-3 (122.6 mg) was dissolved in methanol (1.2 ml) and 4 mol/l hydrochloric acid/dioxane solution (1.2 ml) was added. After the reaction for 1 hour, the reaction solution was concentrated and dried under reduced pressure. The resulting residue was dissolved in methanol (2 ml), and pyridine-2-aldehyde (18 μl) and triethylamine (27 μl) were added. After 15 hours, the reaction solution was concentrated and dried under reduced pressure. The residue was again dissolved in methanol (2 ml) and sodium borohydride (22 mg) was added. After the reaction for 1 hour, the reaction solution was concentrated. The residue was purified by silica gel column chromatography (4 g, chloroform/methanol/water=7/3/0.5) to obtain the title compound (114.0 mg) as an orange solid.

出典