Triphenylarsine → methyl (E) 6-(1,3-dihydro-6-(4-methoxybenzyloxymethyl)-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate

참여 물질

역할	이름	HCID	투입량
반응물	Triphenylarsine	HCID 11773	—
반응물	Lithium Chloride	HCID 433294	—
반응물	Potassium Fluoride	HCID 522689	—
반응물	methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-trifluoromethanesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate	HCID 10555649	—
반응물	Tributyl({[(4-methoxyphenyl)methoxy]methyl})stannane	HCID 11166591	—
용매	Water	HCID 962	—
용매	Ethyl Acetate	HCID 8857	—
용매	N-methyl-2-pyrrolidone	HCID 13387	—
생성물	methyl (E) 6-(1,3-dihydro-6-(4-methoxybenzyloxymethyl)-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate	HCID 15840162	—

반응 단계

A mixture of lithium chloride (1.6 g), tris (dibenzylideneacetone)dipalladium (O) chloroform adduct (0.22 g), triphenylarsine (0.53 g), methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-trifluoromethanesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (8.0 g) and N-methylpyrrolidinone (70 ml) is heated to 55° C. p-Methoxybenzyloxymethyltributyltin (7.5 g) is added. After 3 hours the solution is added to water (200 ml), potassium fluoride (5 g) and ethyl acetate (200 ml). The organic solution is dried, filtered through celite and evaporated, and the residue is chromatographed on silica gel, eluting with hexane:ethyl acetate, to afford methyl (E) 6-(1,3-dihydro-6-(p-methoxybenzyloxymethyl)-7-methyl-3-oxo-4-p-toluenesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US05536747
출처 데이터셋	uspto-grants-1996_07
ORD ID	ord-8401077f4b4d4c86aa09e4ae3eebbefc
출처 메모	uspto-grants-1996_07