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【结 构 式】

【药物名称】

【化学名称】3-(3-Aminopropionamido)-4-methoxybenzenesulfonic acid 3,4,5-trimethoxyphenyl ester

【CA登记号】312299-89-1

【 分 子 式 】C19H24N2O8S

【 分 子 量 】440.47573

【开发单位】Abbott (Originator)

【药理作用】Chemical Delivery Systems, DRUG DELIVERY, Drug Delivery Systems, ONCOLYTIC DRUGS, Antimitotic Drugs, Microtubule-Stabilizing Agents

合成路线1

The condensation of 3-aminno-4-phenylsulfonyl fluoride (II) with 3,4,5-trimethoxyphenol (I) in the presence of triethylamine furnished the sulfonate ester (III). The amino group of (III) was then acylated with N-Boc-beta-alanine (IV) using EDC and HOBt to yield amide (V). Finally, acid cleavage of the N-Boc protecting group of (V) provided the title aminopropionamide.

1 Barr, K.J.; Gwaltney, S.L. II; Imade, H.M.; et al.; Novel sulfonate derivatives: Potent antimitotic agents. 221st ACS Natl Meet (April 1 2001, San Diego) 2001, Abst MEDI 135.
2 Barr, K.J.; Steiner, B.A.; Qun, L.; Rosenberg, S.; Sham, H.; Gwaltney, S.L. II; Imade, H.M.; Woods, K.W. (Abbott Laboratories Inc.); Cell proliferation inhibitors. WO 0073264 .
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) 37163 3,4,5-trimethoxyphenol C9H12O4 详情 详情
(II) 51178 4-Methoxymetanilyl fluoride; 3-Amino-4-methoxybenzenesulfonyl fluoride 498-74-8 C7H8FNO3S 详情 详情
(III) 51179 3,4,5-trimethoxyphenyl 3-amino-4-methoxybenzenesulfonate C16H19NO7S 详情 详情
(IV) 26616 N-(tert-butoxycarbonyl)-beta-alanine 3303-84-2 C8H15NO4 详情 详情
(V) 51180 3,4,5-trimethoxyphenyl 3-([3-[(tert-butoxycarbonyl)amino]propanoyl]amino)-4-methoxybenzenesulfonate C24H32N2O10S 详情 详情
Extended Information