Extracurricular laboratory: Synthetic route of 33689-29-1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1-hydroxycyclopropanecarboxylate, its application will become more common.

Application of 33689-29-1,Some common heterocyclic compound, 33689-29-1, name is Methyl 1-hydroxycyclopropanecarboxylate, molecular formula is C5H8O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Copper (I) iodide (650 mg, 3.41 mmol) and triethylamine (3.0 mL, 22 mmol) were added to a stirred solution of methyl 1-hydroxycyclopropanecarboxylate (2.0 g, 17.22 mmol) in acetonitrile (60 mL) at rt in a sealed tube. The reaction mixture was heated to 50 C and 2-fluorosulfonyl-2,2- difluoroacetic acid (15.0 g, 84.23 mmol) was added and stirred at 50 C at 18 h, then concentrated under reduced pressure at 30 C bath temperature. To the residue water (100 mL) was added and extracted with EtOAc (2 x 150 mL). The combined organic layers were washed with brine, dried (Na2S04), filtered and concentrated under reduced pressure at 30 C bath temperature which gave the title compound (1.1 g) as liquid. The compound was used in next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1-hydroxycyclopropanecarboxylate, its application will become more common.

Reference:
Patent; MEDIVIR AKTIEBOLAG; ERSMARK, Karolina; KARLSTROeM, Sofia; KLASSON, Bjoern; LUNDGREN, Stina; ROSENQUIST, Asa; SALVADOR ODEN, Lourdes; (155 pag.)WO2018/226150; (2018); A1;,
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