(3R,4S,6S,9aS)-4-methyl-6-[(1E,3E)-1,3-octadienyl]octahydro-2H-quinolizin-3-ol -Drug Synthesis Database

【结构式】

【分子编号】51728

【品名】(3R,4S,6S,9aS)-4-methyl-6-[(1E,3E)-1,3-octadienyl]octahydro-2H-quinolizin-3-ol

【CA登记号】

【分子式】C₁₈H₃₁NO

【分子量】277.45028

【元素组成】C 77.92% H 11.26% N 5.05% O 5.77%

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)

The condensation of (3R,4S,6S,9aS)-3-(methoxymethoxy)-4-methyl-6-(phenylsulfonylmethyl)perhydroquinolizine (I) with trans-2-heptenal, followed by a treatment wit Na/Hg gives the 1,3-octadienyl-perhydroquinolizine (II), which is deprotected with HCl in refluxing methanol yielding the alcohol (III). Finally this compound is acetylated with acetic anhydride and pyridine to afford the target (-)-pictamine.

参考文献中间体

合成目标

【1】 Toyooka, N.; Nemoto, H.; Application of chiral building blocks to the synthesis of drugs. Drugs Fut 2002, 27, 2, 143.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	65170	(E)-2-heptenal	18829-55-5	C₇H₁₂O	详情	详情
(I)	51726	[(4S,6S,7R,9aS)-7-(methoxymethoxy)-6-methyloctahydro-2H-quinolizin-4-yl]methyl phenyl sulfone; (3R,4S,6S,9aS)-3-(methoxymethoxy)-4-methyl-6-[(phenylsulfonyl)methyl]octahydro-2H-quinolizine		C₁₉H₂₉NO₄S	详情	详情
(II)	51727	(3R,4S,6S,9aS)-3-(methoxymethoxy)-4-methyl-6-[(1E,3E)-1,3-octadienyl]octahydro-2H-quinolizine; (3R,4S,6S,9aS)-4-methyl-6-[(1E,3E)-1,3-octadienyl]octahydro-2H-quinolizin-3-yl methoxymethyl ether		C₂₀H₃₅NO₂	详情	详情
(III)	51728	(3R,4S,6S,9aS)-4-methyl-6-[(1E,3E)-1,3-octadienyl]octahydro-2H-quinolizin-3-ol		C₁₈H₃₁NO	详情	详情

Extended Information