4-Picoline N-oxide; 4-Methyl-1-pyridiniumolate -Drug Synthesis Database

【结构式】

【分子编号】62502

【品名】4-Picoline N-oxide; 4-Methyl-1-pyridiniumolate

【CA登记号】1003-67-4

【分子式】C₆H₇NO

【分子量】109.12772

【元素组成】C 66.04% H 6.47% N 12.84% O 14.66%

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：

The key cis glycidate ester (XLIII) was prepared by (salen)Mn(III)-catalyzed asymmetric epoxidation of the cis cinnamate (XXXIX). Epoxide opening in (XLIII) with 2-nitrothiophenol (XLIV), with inversion of the configuration, led to the nitro ester adduct (XLV). The nitro group of (XLV) was then reduced to the aniline derivative (XLVI) by means of FeSO4. Subsequent isopropyl ester group saponification in (XLVI) furnished amino acid (XXIX). This was then cyclized to the target thiazepinone (VIII) in refluxing xylene

参考文献中间体

合成目标

【1】 Jacobsen, E.N.; Deng, L.; Furukawa, Y.; Martinez, L.E.; Enantioselective catalytic epoxidation of cinnamate esters. Tetrahedron 1994, 50, 15, 4323.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	62502	4-Picoline N-oxide; 4-Methyl-1-pyridiniumolate	1003-67-4	C₆H₇NO	详情	详情
(VIII)	62436	(2S,3S)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one		C₁₆H₁₅NO₃S	详情	详情
(XXIX)	62448	(2S,3S)-3-[(2-aminophenyl)sulfanyl]-2-hydroxy-3-(4-methoxyphenyl)propanoic acid		C₁₆H₁₇NO₄S	详情	详情
(XXXIX)	62458	isopropyl (Z)-3-(4-methoxyphenyl)-2-propenoate		C₁₃H₁₆O₃	详情	详情
(XLIII)	62459	isopropyl (2R,3R)-3-(4-methoxyphenyl)-2-oxiranecarboxylate		C₁₃H₁₆O₄	详情	详情
(XLIV)	62460	2-nitrobenzenethiol; 2-nitrophenylhydrosulfide		C₆H₅NO₂S	详情	详情
(XLV)	62461	isopropyl (2S,3S)-2-hydroxy-3-(4-methoxyphenyl)-3-[(2-nitrophenyl)sulfanyl]propanoate		C₁₉H₂₁NO₆S	详情	详情
(XLVI)	62462	isopropyl (2S,3S)-3-[(2-aminophenyl)sulfanyl]-2-hydroxy-3-(4-methoxyphenyl)propanoate		C₁₉H₂₃NO₄S	详情	详情

Extended Information