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【结 构 式】

【分子编号】52949

【品名】9-acridinyl methyl ether; 9-methoxyacridine

【CA登记号】n/a

【 分 子 式 】C14H11NO

【 分 子 量 】209.24748

【元素组成】C 80.36% H 5.3% N 6.69% O 7.65%

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)

Activation of N-Boc-beta-alanine (I) as the mixed anhydride (II) with isobutyl chloroformate, followed by condensation with triethanolamine (III), furnished the [bis(2-hydroxyethyl)amino]ethyl ester (IV). Silylation of the free hydroxyl groups of (IV) by means of tert-butyldimethylsilyl chloride and imidazole afforded the bis-silylether (V). The N-Boc protecting group of (V) was then selectively removed upon treatment with trifluoroacetic acid to give amino ester (VI). This was subsequently coupled with 9-methoxyacridine (VII), yielding adduct (VIII), which was further desilylated with HF/pyridine. The resultant bis(hydroxyethyl) derivative (IX) was finally converted to the target dichloro compound by treatment with thionyl chloride.

1 Wollowitz, S.; Rapoport, H.; Cook, D.; Merritt, J.; Neiro, A.; Stassinopoulos, A.; Matejovic, J. (Cerus Corp.); Frangible cpds. for pathogen inactivation. WO 9830545 .
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) 26616 N-(tert-butoxycarbonyl)-beta-alanine 3303-84-2 C8H15NO4 详情 详情
(II) 52945   n/a C13H23NO6 详情 详情
(III) 28168 2-[bis(2-hydroxyethyl)amino]-1-ethanol 102-71-6 C6H15NO3 详情 详情
(IV) 52946 2-[bis(2-hydroxyethyl)amino]ethyl 3-[(tert-butoxycarbonyl)amino]propanoate n/a C14H28N2O6 详情 详情
(V) 52947 2-[bis(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]ethyl 3-[(tert-butoxycarbonyl)amino]propanoate n/a C26H56N2O6Si2 详情 详情
(VI) 52948 2-[bis(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]ethyl 3-aminopropanoate n/a C21H48N2O4Si2 详情 详情
(VII) 52949 9-acridinyl methyl ether; 9-methoxyacridine n/a C14H11NO 详情 详情
(VIII) 52950 2-[bis(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]ethyl 3-(9-acridinylamino)propanoate n/a C34H55N3O4Si2 详情 详情
(IX) 52951 2-[bis(2-hydroxyethyl)amino]ethyl 3-(9-acridinylamino)propanoate n/a C22H27N3O4 详情 详情
Extended Information