(5S,7R)-5-(1,3-benzodioxol-5-yl)-2-butyl-7-[2-[(2S)-3-hydroxy-2-methylpropyl]-4-methoxyphenyl]-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】38559

【品名】(5S,7R)-5-(1,3-benzodioxol-5-yl)-2-butyl-7-[2-[(2S)-3-hydroxy-2-methylpropyl]-4-methoxyphenyl]-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic acid

【CA登记号】

【分子式】C₃₁H₃₅NO₆

【分子量】517.62204

【元素组成】C 71.93% H 6.82% N 2.71% O 18.55%

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：(XXV)

The cyclization of (XX) by means of ClPO(OEt)2 and LiHMDS gives the cyclopenta[b]pyridine (XXIV), which is hydrolyzed and desilylated yielding the hydroxyacid (XXV). Finally, the primary alcohol of (XXV) is oxidized with NaClO2, TEMPO and NaClO or with H5IO6/CrO3.

参考文献中间体

合成目标

【1】 Song, Z.J.; et al.; Practical asymetric synthesis of an endothelin receptor antagonist. J Org Chem 1999, 64, 26, 9658.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XX)	38557	tert-butyl (3R)-3-[3-[(R)-1,3-benzodioxol-5-yl(hydroxy)methyl]-6-butyl-2-pyridinyl]-3-[2-((2S)-3-[[tert-butyl(dimethyl)silyl]oxy]-2-methylpropyl)-4-methoxyphenyl]propanoate	C₄₁H₅₉NO₇Si	详情	详情
(XXIV)	38558	tert-butyl (5S,7R)-5-(1,3-benzodioxol-5-yl)-2-butyl-7-[2-((2S)-3-[[tert-butyl(dimethyl)silyl]oxy]-2-methylpropyl)-4-methoxyphenyl]-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylate	C₄₁H₅₇NO₆Si	详情	详情
(XXV)	38559	(5S,7R)-5-(1,3-benzodioxol-5-yl)-2-butyl-7-[2-[(2S)-3-hydroxy-2-methylpropyl]-4-methoxyphenyl]-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic acid	C₃₁H₃₅NO₆	详情	详情

Extended Information