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【结 构 式】 
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【分子编号】37703 【品名】(E)-1-chloro-6,6-dimethyl-2-hepten-4-yne 【CA登记号】 |
【 分 子 式 】C9H13Cl 【 分 子 量 】156.65492 【元素组成】C 69% H 8.36% Cl 22.63% |
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 rearrangement of 6,6-dimethylhept-1-en-4-yn-3-ol (I) (scheme 09027805a, intermediate (IX)) to 1-bromo-6,6-dimethylhept-2(E)-en-4-yne (scheme 09027805a, intermediate (X)) with HBr reports a stereoselectivity E/Z of only 3/1. An exhaustive study of this halogenation/rearrangement reaction has been performed. This reaction ((I) to chloride (II)) has been improved up to and E/Z ratio of 9/1 with reaction yields of 95%, the reaction conditions being BCl3 (1.25 molar ratio) in hexane, with a reaction temperature of 25 C.
| 【1】 Chou, S.Y.; et al.; A stereoselective synthesis of (E)-1-halo-6,6-dimethyl-2-hepten-4-yne: A key intermediate for terbinafine. Tetrahedron Lett 2000, 41, 20, 3895. |
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