【结 构 式】 |
【分子编号】20474 【品名】ethyl 2-[(diethoxyphosphino)oxy]acetate 【CA登记号】 |
【 分 子 式 】C8H17O5P 【 分 子 量 】224.193742 【元素组成】C 42.86% H 7.64% O 35.68% P 13.82% |
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:(II)The Horner-Emmons reaction of 1-azabicyclo[2.2.1]heptan-3-one (I) with triethyl phosphonoacetate (II) gave conjugated ester (III). Subsequent Michael addition of the oxyanion of ethyl (S)-lactate (IV), generated in the presence of NaH in DMF, with concomitant Dieckmann cyclization, produced ketoester (V). Then, hydrolysis and decarboxylation in boiling 1 N HCl, followed by separation of the syn and anti isomers, yielded the title compound.
【1】 Wu, E.S.C.; Kover, A.; Semus, S.F.; Synthesis and modeling studies of a potent conformationally rigid muscarinic agonist: 1-Azabicyclo[2.2.1]heptanespirofuranone. J Med Chem 1998, 41, 22, 4181. |
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) | 20473 | 1-azabicyclo[2.2.1]heptan-3-one | C6H9NO | 详情 | 详情 | |
(II) | 20474 | ethyl 2-[(diethoxyphosphino)oxy]acetate | C8H17O5P | 详情 | 详情 | |
(III) | 20475 | ethyl 2-(1-azabicyclo[2.2.1]hept-3-ylidene)acetate | C10H15NO2 | 详情 | 详情 | |
(IV) | 16659 | ethyl (2S)-2-hydroxypropanoate; (S)-ethyl lactate | 687-47-8 | C5H10O3 | 详情 | 详情 |
(V) | 20477 | 5'-Methyl-4'-oxospiro[1-azabicyclo[2,2,1]octane-3(S),2'-tetrahydrofuran]-3'-ylcarboxylic acid ethyl ester | C13H19NO4 | 详情 | 详情 |
Extended Information