【结 构 式】 |
【分子编号】58589 【品名】(1R,5S)-8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-ol 【CA登记号】 |
【 分 子 式 】C8H13NO 【 分 子 量 】139.19736 【元素组成】C 69.03% H 9.41% N 10.06% O 11.49% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号:(II)The transesterification of 2-hydroxy-2,2-bis(2-thienyl)acetic acid methyl ester (I) with endo-8-methyl-8-azabicyclo[3,2,1]-6-octen-3-ol (II) gives the corresponding ester (III), which is epoxidated with V2O5 and H2O2 to yield the epoxy compound (IV). Finally, this compound is quaternized with methyl bromide as usual.
【1】 Banholzer, R.; Luettke, S.; Meissner, H.; Graulich, M.; Mathes, A.; Specht, P.; Broeder, W. (Boehringer Ingelheim Pharma KG); Method for producing the anticholinergic agent tiotropium bromide. DE 10064816; WO 0251840 . |
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) | 37630 | methyl 2-hydroxy-2,2-di(2-thienyl)acetate | 26447-85-8 | C11H10O3S2 | 详情 | 详情 |
(II) | 58589 | (1R,5S)-8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-ol | C8H13NO | 详情 | 详情 | |
(III) | 58590 | (1R,5S)-8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-yl 2-hydroxy-2,2-di(2-thienyl)acetate | C18H19NO3S2 | 详情 | 详情 | |
(IV) | 37632 | (1R,2S,4R,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0(2,4)]non-7-yl 2-hydroxy-2,2-di(2-thienyl)acetate;Scopine 2,2-dithienylglycolate | 136310-64-0 | C18H19NO4S2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号:(III)
【1】 Issa F, Kassiou M, Chan HK, et aL. 2006. Synthesis and radiolabellolabelling of ipratropium and tiotropium for use as PET Ilgands in the study of inhaled drug deposition. Australian Journal of Chemistry , 59 (1): 53~58 |
【2】 Rapp AW, Sobotta R. 2003. Tecluucal synthetic method for producing tropenol from scopine esters. W0 2003002562 |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(IV) | 37630 | methyl 2-hydroxy-2,2-di(2-thienyl)acetate | 26447-85-8 | C11H10O3S2 | 详情 | 详情 |
(I) | 66854 | 9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl 3-hydroxy-2-phenylpropanoate | C17H21NO4 | 详情 | 详情 | |
(II) | 66855 | 8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-yl 3-hydroxy-2-phenylpropanoate | C17H21NO3 | 详情 | 详情 | |
(III) | 58589 | (1R,5S)-8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-ol | C8H13NO | 详情 | 详情 | |
(V) | 58590 | (1R,5S)-8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-yl 2-hydroxy-2,2-di(2-thienyl)acetate | C18H19NO3S2 | 详情 | 详情 |
Extended Information