CAS: 55332-38-2; (S)-2-(4-Chlorophenyl)-3-Methylbutanoic Acid

该化合物是一种手性碳盒酸衍生物,具有4-氯苯基组和一个异丁基侧链,其立体特性(S)配置使其成为非对称合成和制药应用中的宝贵中间体,特别是在开发对等纯化合物方面;氯苯基在药用化学中的存在增强了其效用,可用作生物活性分子的构件;该化合物具有高度的化学稳定性,可进一步功能化,在合成路径上提供多功能性;其定义明确的洗涤中心确保准确控制立体化学结果,从而有利于药物发现和精细化学合成的研究.

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上下游产品

CAS号66230-04-4 顺式氰戊菊酯

合成工艺路线路线简述

    📜对氯苯乙酸置于bis(1,5-Cyclooctadiene)Rhodium(I) Tetrafluoroborate,(R)-(S)-Diphosphine 硫酸,氢气,异丙基氯化镁体系中,用 四氢呋喃,甲醇 作为反应溶剂,20.0~40.0 °C,5.0 Mpa 条件下,反应 22.75H,反应生成 (S)-2-(4-氯苯基)-3-甲基丁酸
    参考文献:实用合成(S)-2-(4-氟苯基)-3-甲基丁酸(钙拮抗剂米贝拉地尔的关键组成部分)
    标题:实用合成(S)-2-(4-氟苯基)-3-甲基丁酸(钙拮抗剂米贝拉地尔的关键组成部分)
    摘要:开发了一种短的,技术上可行的路线来合成(S)2-(4-氟苯基)-3-甲基丁酸(S)-2,从4-氟苯基乙酸开始,总产率为80%.在含有手性阻转异构体二膦的钌(II)羧基络合物存在下,易获得的不饱和酸3的不对称氢化提供了高达94%ee的(S)-2 .通过结晶其钠盐,将(S)-2的ee提高至98%.相同的方案也适用于(S)-2-(4-氯苯基)-3-甲基丁酸的合成.
    DOI:10.1016/s0957-4166(97)00498-9

    海关参考信息

    专利信息


    专利号:US-4546198-A
    优先权日:1983-01-18
    标 题 :Asymmetric synthesis of esters and acids
    发明人:STOUTAMIRE DONALD W
    权利人:SHELL OIL CO
    摘要:Stereoisomerically-enriched esters are prepared by treating a non-symmetrical ketene with a racemic or chiral tertiary-base-substituted alkylcarbinol. Optional hydrolysis of the esters gives the corresponding optically-active carboxylic acids corresponding to the non-symmetrical ketene.

    专利号:US-5925676-A
    优先权日:1996-09-13
    标题 :Ester compounds pesticidal compositions containing the same and itermediates for synthesis thereof
    发明人:IWASAKI TOMONORI; TSUSHIMA KAZUNORI; SUGANO MASAYO
    权利人:SUMITOMO CHEMICAL CO
    摘要:An ester compound represented by the formula ##STR1## wherein R 1 and R 2 may be the same or different and each represent a C 1 -C 6 alkyl group, or other specified groups, which may be optionally substituted with one or more halogen atoms; and R 3 represents a pyrethroid acid residue (a group resulting from elimination of the carboxyl group from pyrethroid acid), and a pesticidal composition containing the ester compound as an active ingredient.

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    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Optical Resolution OfDl-Threo-2-(2,4-Difluorophenyl)-2-[1-(Methylthio)Ethyl]Oxirane: Its Application To The Synthesis Of Sm-9164, A Biologically Active Enantiomer Of Antifungal Agent Sm-8668
    作者:Hiroshi Miyauchi,Naohito Ohashi |发布日期:1995.12
    摘要:Carboxylic Acid, Followed By Separation Of The Resultant Diastereomers, Hydrolysis Of The Ester, And Dehydration Of The 1,2-Diol To The Oxirane. This New Optical Resolution Method Was Applied To The Synthesis Of Sm-9164, A Biologically Active Enantiomer Of Antifungal Agent Sm-8668. Thus, The Optically Active Isomer Of Sm-8668 Was Prepared Efficiently In Eight Steps From M-Difluorobenzene.

    合成参考文献


    摘要:Ager, D., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 228.
    摘要:Martínková, L.; Veselá, A. B., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 283.
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