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【结 构 式】

【分子编号】22315

【品名】1-(3,4-dihydroxyphenyl)-1-ethanone

【CA登记号】1197-09-7

【 分 子 式 】C8H8O3

【 分 子 量 】152.14972

【元素组成】C 63.15% H 5.3% O 31.55%

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:(I)

3',4'-Dihydroxyacetophenone (I) was selectively alkylated at position 4' with alpha-bromo-2,6-difluorotoluene (II) in the presence of Li2CO3 in DMF. The resulting ether (III) was further alkylated with ethyl bromoacetate (IV) to give (V). Subsequent Horner-Emmons condensation of (V) with the phosphonoacetamide (VI) provided cinnamide (VII). The target carboxylic acid was then obtained by saponification of the ethyl ester of (VII) with NaOH.

1 Greenspan, P.D.; Fujimoto, R.A.; Marshall, P.J.; Raychaudhuri, A.; Lipson, K.E.; Zhou, H.; Doti, R.A.; Coppa, D.E.; Zhu, L.; Pelletier, R.; Uziel-Fusi, S.; Jackson, R.H.; Chin, M.H.; Kotyuk, B.L.; Fitt, J.J.; Carboxy-substituted cinnamides: A novel series of potent, orally active LTB4 receptor antagonists. J Med Chem 1999, 42, 1, 164.
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) 22315 1-(3,4-dihydroxyphenyl)-1-ethanone 1197-09-7 C8H8O3 详情 详情
(II) 22316 2-(bromomethyl)-1,3-difluorobenzene 85118-00-9 C7H5BrF2 详情 详情
(III) 22317 1-[4-[(2,6-difluorobenzyl)oxy]-3-hydroxyphenyl]-1-ethanone C15H12F2O3 详情 详情
(IV) 16640 Ethyl 2-bromoacetate; Ethyl bromoacetate 105-36-2 C4H7BrO2 详情 详情
(V) 22319 ethyl 2-[5-acetyl-2-[(2,6-difluorobenzyl)oxy]phenoxy]acetate C19H18F2O5 详情 详情
(VI) 22320 diethyl 2-(diethylamino)-2-oxoethylphosphonate C10H22NO4P 详情 详情
(VII) 22321 ethyl 2-[5-[(E)-3-(diethylamino)-1-methyl-3-oxo-1-propenyl]-2-[(2,6-difluorobenzyl)oxy]phenoxy]acetate C25H29F2NO5 详情 详情
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