【结 构 式】 |
【分子编号】26722 【品名】(Z)-2-azido-1-phenylethenyl 3-cyclopentylpropanoate 【CA登记号】 |
【 分 子 式 】C16H19N3O2 【 分 子 量 】285.34588 【元素组成】C 67.35% H 6.71% N 14.73% O 11.21% |
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:(XIII)The intermediate sulfonyl chloride (VIII) has been obtained as follows: The reaction of phenacyl bromide (X) with sodium azide in hot DMF gives the azide (XI), which is condensed with 3-cyclopentylpropionyl chloride (XII) by means of LDA yielding the enol ester (XIII). The cyclization of (XIII) by means of triethyl phosphite in refluxing hexane affords 2-(2-cyclopentylethyl)-5-phenyloxazole (XIV), which is finally sulfonated with chlorosulfonic acid to afford the target sulfonyl chloride (VIII).
【1】 Ok, H.O.; Candelore, M.R.; Reigle, L.B.; et al.; Substituted oxazole benzenesulfonamides as potent human beta3 adrenergic receptor agonists. 217th ACS Natl Meet (March 21 1999, Anaheim) 1999, Abst MEDI 114. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(VIII) | 26718 | 4-[2-(2-cyclopentylethyl)-1,3-oxazol-5-yl]benzenesulfonyl chloride | C16H18ClNO3S | 详情 | 详情 | |
(X) | 10315 | 2-Bromo-1-phenyl-ethanone; 2-Bromo-1-phenyl-1-ethanone | 70-11-1 | C8H7BrO | 详情 | 详情 |
(XI) | 26720 | 2-azido-1-phenyl-1-ethanone | C8H7N3O | 详情 | 详情 | |
(XII) | 26721 | 3-cyclopentylpropanoyl chloride | 104-97-2 | C8H13ClO | 详情 | 详情 |
(XIII) | 26722 | (Z)-2-azido-1-phenylethenyl 3-cyclopentylpropanoate | C16H19N3O2 | 详情 | 详情 | |
(XIV) | 26723 | 2-(2-cyclopentylethyl)-5-phenyl-1,3-oxazole | C16H19NO | 详情 | 详情 |
Extended Information