CAS: 145149-48-0; Tert-Butyl (1-Hydroxy-3-Phenylpropan-2-yl)Carbamate

该化合物是苯丙烯诺醇的一种受保护衍生物,其特点是一个增强稳定性和促进在合成应用中选择性地去保护的三丁基碳基(Boc)组,该组是有机合成的多功能手艺构件,特别是用于制作peptides,药品和精细化学品.Boc组允许采用正向保护战略,允许多步合成中有控制地再活动.其种族形式(DL)在解决不对称合成对应物方面提供了灵活性.产品的特点是高纯度和一贯性能,适合研究和工业规模应用,需要精确的功能群体操控.

结构式图片

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合成工艺路线路线简述

    📜Boc-L-脯氨酸甲酯置于六甲基磷酰三胺,氢氧化钾,Sodium Tetrahydroborate,正丁基锂,硼烷四氢呋喃络合物,Diisobutylaluminum Hydride,环己烷,二苯基膦叠氮化物,双氧水,臭氧,三乙胺,Lithium Diisopropyl Amide体系中,用 四氢呋喃,甲醇,乙醚,正己烷,甲苯 用作溶剂,化学反应 30.13H,反应生成N-Boc-Dl-苯丙氨醇
    参考文献:Miles,Nicholas J.; Sammes,Peter G.; Kennewell,Peter D.,Journal Of The Chemical Society. Perkin Transactions I,1985,P. 2299-2306
    标题:Miles,Nicholas J.; Sammes,Peter G.; Kennewell,Peter D.,Journal Of The Chemical Society. Perkin Transactions I,1985,P. 2299-2306

    海关参考信息

    专利信息


    专利号:US-4978744-A
    优先权日:1989-01-27
    标题:Synthesis of dolastatin 10
    发明人:PETTIT GEORGE R; SINGH SHEO B
    权利人:UNIV ARIZONA
    摘要:A complicated but extremely important scheme of synthesis has been developed for synthesizing, dolaisoleuine, dolaproine, dolaphenine and dolavaline from readily available starting materials such as Z-(S,S)isoleucine, S-phenylalaline, S-phenylalaninol, S-prolinol, S-mandelate, and S-valine. The requisite amino acids have been combined using several peptide coupling procedures to create pharmaceutically pure dolastatin 10.

    供应商参考报价(招募中)

    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:Synthesis Of Proline Analogues As Potent And Selective Cathepsin S Inhibitors
    作者:Mira Kim,Jiyoung Jeon,Jiyeon Song,Kwee Hyun Suh,Young Hoon Kim,Kyung Hoon Min,Kwang-Ok Lee |发布日期:2013.6
    摘要:Cathepsin S Is A Potential Target Of Autoimmune Disease. A Series Of Proline Derived Compounds Were Synthesized And Evaluated As Cathepsin S Inhibitors. We Discovered Potent Cathepsin S Inhibitors Through Structure-Activity Relationship Studies Of Proline Analogues. In Particular, Compound 19-(S) Showed Promising In Vitro/vivo Pharmacological Activities And Properties As A Selective Cathepsin S Inhibitor

    合成参考文献


    摘要:Gagnon, A.; Benoit, E.; Le Roch, A., Science of Synthesis Knowledge Updates, (2018) 4, 69.
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