10-[((2S,3aR,4R,6S,7R,7aS)-7-{[(2R,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4-methyl-2-phenyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy]-6-hydroxy-1-methylbenzo[h]chromeno[5,4,3-cde]chromene-5,12-dione -Drug Synthesis Database

【结构式】

【分子编号】59135

【品名】10-[((2S,3aR,4R,6S,7R,7aS)-7-{[(2R,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4-methyl-2-phenyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy]-6-hydroxy-1-methylbenzo[h]chromeno[5,4,3-cde]chromene-5,12-dione

【CA登记号】

【分子式】C₃₉H₃₆O₁₄

【分子量】728.70644

【元素组成】C 64.28% H 4.98% O 30.74%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

Ketalization of chartreusin (I) with benzaldehyde (II) using p-toluenesulfonic acid in the presence of molecular sieves, yielded the corresponding 3',4'-O-benzylidene derivative as a mixture of endo- and exo-isomers, which were separated by column chromatography. The required exo-isomer (III) was then esterified with 3-ethoxypropionic acid (IV) by means of DCC, producing the title ester.

参考文献中间体

合成目标

【1】 Kon, K.; et al.; Synthesis and cytostatic activity of the antitumor antibiotic chartreusin derivatives. J Antibiot 1990, 43, 4, 372.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	59134	10-[((2S,3R,4S,5R,6R)-3-{[(2R,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy]-6-hydroxy-1-methylbenzo[h]chromeno[5,4,3-cde]chromene-5,12-dione		C₃₂H₃₂O₁₄	详情	详情
(II)	10498	Benzaldehyde;Benzoic aldehyde;Phenylmethanal	100-52-7	C₇H₆O	详情	详情
(III)	59135	10-[((2S,3aR,4R,6S,7R,7aS)-7-{[(2R,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4-methyl-2-phenyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy]-6-hydroxy-1-methylbenzo[h]chromeno[5,4,3-cde]chromene-5,12-dione		C₃₉H₃₆O₁₄	详情	详情
(IV)	59136	3-Ethoxypropionic acid; o-Ethoxypropionic acid	4324-38-3	C₅H₁₀O₃	详情	详情

Extended Information