【结 构 式】 |
【分子编号】37358 【品名】2-([4-[([5-[amino(imino)methyl]-1-benzofuran-2-yl]carbonyl)amino]cyclohexyl]oxy)acetic acid 【CA登记号】 |
【 分 子 式 】C18H21N3O5 【 分 子 量 】359.38196 【元素组成】C 60.16% H 5.89% N 11.69% O 22.26% |
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:(XI)Pinner reaction of ethyl 5-cyano-2-benzofurancarboxylate (VI) gave imidate (VII) and subsequent treatment with ethanolic ammonia afforded amidine (VIII). After basic hydrolysis of the ester group of (VIII), protection with benzyl chloroformate provided the benzyloxycarbonyl derivative (IX). Coupling of (IX) with aminoester (V) in the presence of EDC and HOBt yielded amide (X). Sequential cleavage of benzyloxycarbonyl and tert-butyl groups orf (X) provided amidino acid (XI), which was finally esterified with EtOH and methanesulfonic acid.
【1】 Ono, S.; Yoshida, T.; Ashimori, A.; Kosaka, K.; Okada, T.; Maeda, K.; Eda, M.; Mori, F.; Inoue, Y.; Ebisu, H.; Imada, T.; Ikegawa, R.; Wang, F.; Nakamura, N. (Welfide Corporation); Novel fused-ring carboxylic acid cpds. or salt thereof,and medicinal use thereof. EP 0712844; JP 1996053398; JP 1996231548; US 5635527; US 5753670; WO 9533720 . |
【2】 Nakamura, N.; Imada, T.; Inoue, Y.; Kosaka, K.; Yoshida, T.; Ono, S.; Fukaya, C.; Maeda, K.; Preparation and pharmacological evaluation of novel glycoprotein (Gp) IIb/IIIa antagonists. 2. Condensed heterocyclic derivatives. Chem Pharm Bull 1999, 47, 12, 1694. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
10101 | Benzyloxycarbonyl chloride; Benzyl chloroformate; 1-[[(Chlorocarbonyl)oxy]methyl]benzene | 501-53-1 | C8H7ClO2 | 详情 | 详情 | |
(V) | 37352 | tert-butyl 2-[(4-aminocyclohexyl)oxy]acetate | C12H23NO3 | 详情 | 详情 | |
(VI) | 37353 | ethyl 5-cyano-1-benzofuran-2-carboxylate | C12H9NO3 | 详情 | 详情 | |
(VII) | 37354 | ethyl 5-[ethoxy(imino)methyl]-1-benzofuran-2-carboxylate | C14H15NO4 | 详情 | 详情 | |
(VIII) | 37355 | ethyl 5-[amino(imino)methyl]-1-benzofuran-2-carboxylate | C12H12N2O3 | 详情 | 详情 | |
(IX) | 37356 | 5-[[[(benzyloxy)carbonyl]amino](imino)methyl]-1-benzofuran-2-carboxylic acid | C18H14N2O5 | 详情 | 详情 | |
(X) | 37357 | ethyl 2-([4-[([5-[[[(benzyloxy)carbonyl]amino](imino)methyl]-1-benzofuran-2-yl]carbonyl)amino]cyclohexyl]oxy)acetate | C28H31N3O7 | 详情 | 详情 | |
(XI) | 37358 | 2-([4-[([5-[amino(imino)methyl]-1-benzofuran-2-yl]carbonyl)amino]cyclohexyl]oxy)acetic acid | C18H21N3O5 | 详情 | 详情 |
Extended Information