ChemicalBook CAS DataBase List 2-Deoxy-2,2-difluoro-D-erythro-pentafuranous-1-ulose-3,5-dibenzoate

2-Deoxy-2,2-difluoro-D-erythro-pentafuranous-1-ulose-3,5-dibenzoate synthesis

5synthesis methods

Product Name:2-Deoxy-2,2-difluoro-D-erythro-pentafuranous-1-ulose-3,5-dibenzoate
CAS Number:122111-01-7
Molecular formula:C19H14F2O6
Molecular Weight:376.31

98-88-4 Synthesis

98-88-4
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2-Deoxy-2,2-difluoro -D-threo-pentonic acid γ-lactone

95058-77-8
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2-Deoxy-2,2-difluoro-D-erythro-pentafuranous-1-ulose-3,5-dibenzoate

122111-01-7
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$11.00/5g

Yield:122111-01-7 67%

Reaction Conditions:

with pyridine;dmap in dichloromethane for 1.5 h;Reflux;

Steps:

4 Example 4
Dissolve 5.0 g (30 mmol) of compound C in 120 mL of dichloromethane,Add 4.7g (60mmol) pyridine and 0.8g (6.5mmol) DMAP,Heat to reflux, add 8.8g (63mmol) of benzoyl chloride in 50mL of dichloromethane dropwise with stirring, and continue to reflux for about 1.5 hours.TLC monitors the progress of the reaction. After the reaction is completed, it is cooled to room temperature.Wash twice with 50mL water and once with 50mL saturated ammonium chloride solution,Wash once with 50mL saturated saline,The organic phase is dried over anhydrous magnesium sulfate,The solvent was removed under reduced pressure, isopropyl alcohol-ether recrystallized,7.6 g (20 mmol) of the target product was obtained as a white solid in 67% yield.

References:

Shenzhen Yixin Intelligent Technology Co., Ltd.;Wei Huansheng CN110845454, 2020, A Location in patent:Paragraph 0058-0061

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110-86-1 Synthesis