Water → (4,5-Diacetoxy-6-acetoxymethyl-2-[5-isopropyl-2-(4-methoxy-benzoyl)-thiophen-3-yloxy]-tetrahydro-pyran-3-yl) acetate

참여 물질

역할	이름	HCID	투입량
반응물	Water	HCID 962	—
반응물	Potassium Carbonate	HCID 11430	—
반응물	alpha-D-Galactopyranosyl bromide, tetraacetate	HCID 102932	—
반응물	2-[Hydroxy(4-methoxyphenyl)methylidene]-5-(propan-2-yl)thiophen-3(2H)-one	HCID 135744176	—
촉매	Benzyltributylammonium chloride	HCID 159952	—
용매	Dichloromethane	HCID 6344	—
생성물	(4,5-Diacetoxy-6-acetoxymethyl-2-[5-isopropyl-2-(4-methoxy-benzoyl)-thiophen-3-yloxy]-tetrahydro-pyran-3-yl) acetate	HCID 21045301	—

반응 조건

온도	22 °C

반응 단계

380 mg of (3-hydroxy-5-isopropyl-thiophen-2-yl)-(4-methoxy-phenyl)-methanone, 848 mg of 4,5-diacetoxy-6-acetoxymethyl-2-bromo-tetrahydro-pyran-3-yl acetate, 1.43 g of potassium carbonate and 71.1 mg of benzyltributylammonium chloride were dissolved in 20 ml of dichloromethane, and 1.20 ml of water were added. The reaction mixture was stirred at 22° C. for 40 h. 50 ml of water were added to the reaction mixture, which was extracted twice with 50 ml of dichloromethane each time. The combined organic phases were washed with 50 ml of saturated sodium chloride solution, dried over sodium sulfate and concentrated. The crude product was purified by column chromatography (SiO2, ethyl acetate/n-heptane=1:1).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07666848B2
출처 데이터셋	uspto-grants-2010_02
ORD ID	ord-dc2315c6fe0a424bafa9c03aefab94e1
출처 메모	uspto-grants-2010_02