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【结 构 式】 
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【分子编号】19575 【品名】(E)-6-[6-[[(4-chlorophenyl)sulfonyl]amino]-2-(3-pyridinylmethyl)-5,6,7,8-tetrahydro-1-naphthalenyl]-5-hexenoic acid 【CA登记号】 |
【 分 子 式 】C28H29ClN2O4S 【 分 子 量 】525.06804 【元素组成】C 64.05% H 5.57% Cl 6.75% N 5.34% O 12.19% S 6.11% |
合成路线1
该中间体在本合成路线中的序号：(V)2-Iodo-6-(4-chlorophenylsulfonyl)amino-5,6,7,8-tetrahydro-naphthyl-1-carbaldehyde (I) was coupled with 3-(tributylstannyl-methyl)pyridine (II) in the presence of Pd(PPh3)4 in N-methylpyrrolidine (NMP) at 110 C to afford the pyridinylmethyl derivative (III). Subsequent coupling of (VI) with (4-carboxybutyl)triphenylphosphonium chloride (IV) in the presence of potassium tert-butoxide in THF at low temperature provided a mixture of E and Z hexenoic acids (V), from which the target (E) isomer was isolated by column chromatography.
| 【1】 Cimetière, B.; Dubuffet, T.; Landras, C.; Descombes, J.J.; Simonet, S.; Verbeuren, T.J.; Lavielle, G.; New tetrahydronaphthalene derivatives as combined thromboxane receptor antagonists and thromboxane synthase inhibitors. Bioorg Med Chem Lett 1998, 8, 11, 1381. |
| 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) | 19571 | 4-chloro-N-(5-formyl-6-iodo-1,2,3,4-tetrahydro-2-naphthalenyl)benzenesulfonamide | C17H15ClINO3S | 详情 | 详情 | |
| (II) | 19572 | 3-[(tributylstannyl)methyl]pyridine | C18H33NSn | 详情 | 详情 | |
| (III) | 19573 | 4-chloro-N-[5-formyl-6-(3-pyridinylmethyl)-1,2,3,4-tetrahydro-2-naphthalenyl]benzenesulfonamide | C23H21ClN2O3S | 详情 | 详情 | |
| (IV) | 19574 | (4-carboxybutyl)(triphenyl)phosphonium chloride | C23H24ClO2P | 详情 | 详情 | |
| (V) | 19575 | (E)-6-[6-[[(4-chlorophenyl)sulfonyl]amino]-2-(3-pyridinylmethyl)-5,6,7,8-tetrahydro-1-naphthalenyl]-5-hexenoic acid | C28H29ClN2O4S | 详情 | 详情 |