반응 #628693

반응 방정식

Ethane

(R)-3-{N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)-N′-[3-(2-fluorophenyl)isoxazole-5-carbonyl]hydrazino}-2-hydroxypropionic acid

Et3N

acetone

→

title compound

수율 48.1%

(R)-3-{N-(5′-Chloro-2′-fluorobiphenyl-4-ylmethyl)-N′-[3-(2-fluorophenyl)isoxazole-5-carbonyl]hydrazino}-2-hydroxypropionic Acid 2-methoxyethyl Ester

수율 48.1%

반응 조건

후처리

1. 1
   기타resulting mixture
2. 2
   농축The mixture was concentrated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in AcOH (1.5 mL)
4. 4
   여과filtered
5. 5
   기타purified by reverse phase preparative HPLC

실험 절차

Ethane, 1-bromo-2-methoxy (5.7 mL, 0.1 mmol) was added to a mixture of (R)-3-{N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)-N′-[3-(2-fluorophenyl)isoxazole-5-carbonyl]hydrazino}-2-hydroxypropionic acid (20.0 mg, 38 μmol) and Et3N (13.2 μL, 0.1 mmol) in acetone (1.0 mL, 14 mmol), and resulting mixture was stirred at 50° C. overnight. The mixture was concentrated, and the residue was dissolved in AcOH (1.5 mL), filtered, and purified by reverse phase preparative HPLC to yield the title compound (10.7 mg, purity 95.7%) as a TFA salt. MS m/z [M+H]+ calc'd for C29H26ClF2N3O6, 586.15. found 585.8.

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