3-[8-[([(1S)-1-(1,3-benzothiazol-2-ylmethyl)-2-[4-(2-fluoroethyl)-1-piperidinyl]-2-oxoethyl]amino)sulfonyl]-3,3-dimethyl-1,2,3,4-tetrahydro-6-quinolinyl]propionic acid -Drug Synthesis Database

【结构式】

【分子编号】43483

【品名】3-[8-[([(1S)-1-(1,3-benzothiazol-2-ylmethyl)-2-[4-(2-fluoroethyl)-1-piperidinyl]-2-oxoethyl]amino)sulfonyl]-3,3-dimethyl-1,2,3,4-tetrahydro-6-quinolinyl]propionic acid

【CA登记号】

【分子式】C₃₁H₃₉FN₄O₅S₂

【分子量】630.8050232

【元素组成】C 59.03% H 6.23% F 3.01% N 8.88% O 12.68% S 10.17%

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：(XXXV)

Coupling between sulfonyl chloride (XXIV) and amine (XIV) provided sulfonamide (XXXIV). The ethyl ester group of (XXXIV) was then hydrolyzed to carboxylic acid (XXXV), which was finally coupled with N-(2-morpholin-4-yl-2-oxoethyl)piperazine (XXXVI) to furnish the title amide.

参考文献中间体

合成目标

【1】 Hayler, J.; LeGrand, D.; Kane, P.D.; et al.; The design and synthesis of thrombin inhibitors: The introduction of in vivo efficacy and oral bioavailability into benzthiazolylalanine inhibitors. Bioorg Med Chem Lett 2000, 10, 14, 1567.
【2】 Smith, G.P.; Brundish, D.E.; Menear, K.A.; Walker, C.V.; Herold, P.; Fullerton, J.D.; Allen, M.C.; Le Grand, D.M.; Kane, P.D.; Cockcroft, X.-L.; Wathey, W.B.; Butler, P.I.; Hatto, J.D.I.; Hayler, J.D. (Novartis AG); Tetrahydroquinoline inhibitors of trypsin and thrombin. GB 2312674 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XIV)	43465	(2S)-2-amino-3-(1,3-benzothiazol-2-yl)-1-[4-(2-fluoroethyl)-1-piperidinyl]-1-propanone	C₁₇H₂₂FN₃OS	详情	详情
(XXIV)	43472	ethyl 3-[8-(chlorosulfonyl)-3,3-dimethyl-1,2,3,4-tetrahydro-6-quinolinyl]propanoate	C₁₆H₂₂ClNO₄S	详情	详情
(XXXIV)	43482	ethyl 3-[8-[([(1S)-1-(1,3-benzothiazol-2-ylmethyl)-2-[4-(2-fluoroethyl)-1-piperidinyl]-2-oxoethyl]amino)sulfonyl]-3,3-dimethyl-1,2,3,4-tetrahydro-6-quinolinyl]propanoate	C₃₃H₄₃FN₄O₅S₂	详情	详情
(XXXV)	43483	3-[8-[([(1S)-1-(1,3-benzothiazol-2-ylmethyl)-2-[4-(2-fluoroethyl)-1-piperidinyl]-2-oxoethyl]amino)sulfonyl]-3,3-dimethyl-1,2,3,4-tetrahydro-6-quinolinyl]propionic acid	C₃₁H₃₉FN₄O₅S₂	详情	详情
(XXXVI)	43484	1-(4-morpholinyl)-2-(1-piperazinyl)-1-ethanone	C₁₀H₁₉N₃O₂	详情	详情

Extended Information