(1S)-2-hydroxy-1,2,2-triphenylethyl 2-[(3R)-3-hydroxy-1-azabicyclo[2.2.2]oct-3-yl]acetate -Drug Synthesis Database

【结构式】

【分子编号】30115

【品名】(1S)-2-hydroxy-1,2,2-triphenylethyl 2-[(3R)-3-hydroxy-1-azabicyclo[2.2.2]oct-3-yl]acetate

【CA登记号】

【分子式】C₂₉H₃₁NO₄

【分子量】457.56948

【元素组成】C 76.12% H 6.83% N 3.06% O 13.99%

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：(VII)

In an alternative procedure, reaction of quinuclidinone (I) with (R)-2-hydroxy-1,2,2-triphenylethyl acetate (VI) gave adduct (VII) as a single enantiomer. Subsequent ester hydrolysis of (VII) provided the chiral carboxylic acid (VIII). Finally, rearrangement of (VIII) in the presence of diphenyl phosphorylazide yielded the title compound.

参考文献中间体

合成目标

【1】 Napier, J.; Mack, R.; Loch, J. III; et al.; The synthesis and nicotinic receptor subtype profile of AR-R17779, a conformationally restricted analog of acetylcholine. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.149.

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)	16925	3-quinuclidinone; 1-azabicyclo[2.2.2]octan-3-one	1193-65-3	C₇H₁₁NO	详情	详情
(VI)	11540	(1S)-2-hydroxy-1,2,2-triphenylethyl acetate; (R)-(+)-1,1,2-Triphenyl-1,2-ethanediol 2-acetate	95061-47-5	C₂₂H₂₀O₃	详情	详情
(VII)	30115	(1S)-2-hydroxy-1,2,2-triphenylethyl 2-[(3R)-3-hydroxy-1-azabicyclo[2.2.2]oct-3-yl]acetate		C₂₉H₃₁NO₄	详情	详情
(VIII)	30116	2-[(3R)-3-hydroxy-1-azabicyclo[2.2.2]oct-3-yl]acetic acid		C₉H₁₅NO₃	详情	详情

Extended Information