ChemicalBook CAS DataBase List methyl(R)-3-(dibenzylamino)-2-fluoropropanoate

methyl(R)-3-(dibenzylamino)-2-fluoropropanoate synthesis

6synthesis methods

Product Name:methyl(R)-3-(dibenzylamino)-2-fluoropropanoate
CAS Number:88099-68-7
Molecular formula:C18H20FNO2
Molecular Weight:301.36

88099-67-6 Synthesis

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methyl(R)-3-(dibenzylamino)-2-fluoropropanoate

88099-68-7
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Yield:-

Reaction Conditions:

with diethylamino-sulfur trifluoride in tetrahydrofuran at 20; for 0.5 h;

Steps:

168 Preparation of intermediate 306: methyl (2R)-3-(dibenzylamino)-2-fluoro-propanoate

To a solution of DAST (1 mL, 7.91 mmol) in dry THF (15 mL) was slowly added, at room temperature a solution of methyl (2S)-2-(dibenzylamino)-3-hydroxy-propanoate intermediate 305 (2.15 g, 7.19 mmol) in dry THF (15 mL). The reaction mixture was stirred at room temperature for 30 min. Ice water and ethyl acetate were added. The organic layer was washed 5% aqueous NaHCO3 solution then brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford methyl (2R)-3-(dibenzylamino)-2-fluoro-propanoate intermediate 306 as a yellow viscous oil. The product was used in the next step without further purification. LCMS method F: [M+H]⁺ = 302.3, t_R = 2.81 min

References:

WO2021/224320,2021,A1 Location in patent:Page/Page column 421-422

88099-67-6 Synthesis

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