(3S)-3-benzyl-4-(benzyloxy)-4-oxobutyric acid -Drug Synthesis Database

【结构式】

【分子编号】41073

【品名】(3S)-3-benzyl-4-(benzyloxy)-4-oxobutyric acid

【CA登记号】

【分子式】C₁₈H₁₈O₄

【分子量】298.33852

【元素组成】C 72.47% H 6.08% O 21.45%

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：(XXIII)

The reaction of 2(S)-benzylsuccinic acid 1-benzyl monoester (XXIII) with cis-perhydroisoindole (V) by means of isobutyl chloroformate and NMM in THF gives the succinamic ester (XXIV), which is hydrogenated with H2 over Pd/C in ethanol, yielding the already described succinamic acid (XIII). Finally, this compound is converted into its calcium salt.

参考文献中间体

合成目标

【1】 Castaner, R.M.; Sorbera, L.A.; Leeson, P.A.; Castaner, J.; Mitiglinide Calcium Hydrate. Drugs Fut 2000, 25, 10, 1034.
【2】 Sato, F.; Tsubaki, A.; Hokari, H.; Tanaka, N.; Saito, M.; Akahane, K.; Kobayashi, M. (Kissei Pharmaceutical Co., Ltd.); Succinic acid cpds.. EP 0507534; JP 1992330055; JP 1992356459; JP 1993230019; US 5202335 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(V)	41059	(3aR,7aS)octahydro-1H-isoindole	C₈H₁₅N	详情	详情
(XIII)	41064	(2S)-4-[(3aR,7aS)octahydro-2H-isoindol-2-yl]-2-benzyl-4-oxobutyric acid	C₁₉H₂₅NO₃	详情	详情
(XXIII)	41073	(3S)-3-benzyl-4-(benzyloxy)-4-oxobutyric acid	C₁₈H₁₈O₄	详情	详情
(XXIV)	41074	benzyl (2S)-4-[(3aR,7aS)octahydro-2H-isoindol-2-yl]-2-benzyl-4-oxobutanoate	C₂₆H₃₁NO₃	详情	详情

Extended Information