[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-[4-[(2S)oxiranylmethoxy]phenyl]propanoate -Drug Synthesis Database

【结构式】

【分子编号】48334

【品名】[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-[4-[(2S)oxiranylmethoxy]phenyl]propanoate

【CA登记号】

【分子式】C₁₈H₂₄O₆

【分子量】336.38496

【元素组成】C 64.27% H 7.19% O 28.54%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(V)

Reaction of 3-(4-hydroxyphenyl)propionic acid (I) with the chiral dioxolanylmethyl chloride (II) afforded the corresponding dioxolanylmethyl ester (III). The phenolic hydroxyl group of (III) was then alkylated with (S)-bromohydrin (IV) to produce the intermediate (V).

参考文献中间体

合成目标

【1】 Iguchi, S.; Kawamura, M.; Miyamoto, T. (Ono Pharmaceutical Co., Ltd.); Novel esters of phenylalkanoic acid. EP 0397031; JP 1991072475; JP 1994073044; US 5013734 .

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)	25691	3-(4-hydroxyphenyl)propionic acid	501-97-3	C₉H₁₀O₃	详情	详情
(II)	45778	(4S)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane	60456-22-6	C₆H₁₁ClO₂	详情	详情
(III)	48332	[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-(4-hydroxyphenyl)propanoate		C₁₅H₂₀O₅	详情	详情
(IV)	48333	(2S)-2-(bromomethyl)oxirane		C₃H₅BrO	详情	详情
(V)	48334	[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-[4-[(2S)oxiranylmethoxy]phenyl]propanoate		C₁₈H₂₄O₆	详情	详情

合成路线2

该中间体在本合成路线中的序号：(V)

Morpholine (VI) was treated with carbonyl diimidazole (VII), and the resulting imidazolide (VIII) was further condensed with ethylenediamine (IX) to give urea (X). Reaction of epoxide (V) with amine (X) furnished the title compound.

参考文献中间体

合成目标

【1】 Iguchi, S.; Kawamura, M.; Miyamoto, T. (Ono Pharmaceutical Co., Ltd.); Novel esters of phenylalkanoic acid. EP 0397031; JP 1991072475; JP 1994073044; US 5013734 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(V)	48334	[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-[4-[(2S)oxiranylmethoxy]phenyl]propanoate		C₁₈H₂₄O₆	详情	详情
(VI)	10388	Morpholine	110-91-8	C₄H₉NO	详情	详情
(VII)	11353	1,1'-Carbonyldiimidazole; Di(1H-imidazol-1-yl)methanone; N,N-Carbonyldiimidazole; 1,1'-Carbonylbis(1H-imidazole)	530-62-1	C₇H₆N₄O	详情	详情
(VIII)	48336	1H-imidazol-1-yl(4-morpholinyl)methanone		C₈H₁₁N₃O₂	详情	详情
(IX)	14754	ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine	107-15-3	C₂H₈N₂	详情	详情
(X)	32153	N-(2-aminoethyl)-4-morpholinecarboxamide; 4-[N-(2-Aminoethyl)carbamoyl]morpholine		C₇H₁₅N₃O₂	详情	详情

Extended Information