CAS: 59936-29-7; Boc-Pro-Ome

该化合物是有机合成和制药应用中常用的中间体,其立体特性(2S)配置对非对称合成很有价值,特别是在生物活性化合物和消毒器的制作方面.乙丁基和甲基酯保护组在多步反应中增强了稳定性和选择性,促进了在温和条件下有控制的脱保.该化合物经常用于基于线基的剑匠的合成,提供了高纯度和一贯性能.其定义明确的结构及其与各种配方试剂的兼容性使得开发新疗法或精细化学剂的研究人员有一个可靠的选择.

结构式图片

相似化合物

73323-65-6 145681-01-2 2133-40-6

上下游产品

CAS号67-56-1 甲醇 | CAS号15761-39-4 B°C-L-脯氨酸 | CAS号74-88-4 碘甲烷 | CAS号24424-99-5 二碳酸二叔丁酯 | CAS号2133-40-6 L-脯氨酸甲酯盐酸盐 | CAS号2577-48-2 (S)-吡咯啉-2-羧酸甲酯 | CAS号294659-30-6 1-B°C-吡咯-2-羧酸甲酯 | CAS号616-38-6 碳酸二甲酯 | CAS号4525-33-1 焦碳酸二甲酯(DMPC) | CAS号113304-84-0 (R)-Methyl1-ben... | CAS号35150-07-3 B°C-L-脯氨酸酰胺 | CAS号4931-66-2 L-焦谷氨酸甲酯 | CAS号34381-71-0 N-甲基-L-脯氨醇 | CAS号22348-32-9 (r)-(+)-α,α-二苯基脯氨醇 | CAS号147-85-3 脯氨酸 | CAS号5211-23-4 N-Z-L-脯氨酸甲酯 | CAS号72086-72-7 N-叔丁氧羰基-L-谷氨酸1-甲酯 | CAS号69610-41-9 N-B°C-L-脯氨醛 | CAS号69610-40-8 B°C-L-脯氨醇 | CAS号1007882-12-3 2-{4-[4-(4,4,5,...

合成工艺路线路线简述

    Boc-L-焦谷氨酸甲酯置于palladium On Activated Charcoal 2,6-二甲基吡啶,氢气,二异丁基氢化铝,三氟乙酸酐体系中,用 四氢呋喃,正己烷,甲苯 作为反应溶剂,-78.0 °C,275.79 Kpa 条件下,反应 8.33H,反应生成 Boc-L-脯氨酸甲酯
    参考文献:由n-酰基内酰胺和n-酰基吡咯烷酮合成外消旋和对映体纯的内环氨基甲酸酯的高效快捷方法.
    标题:由n-酰基内酰胺和n-酰基吡咯烷酮合成外消旋和对映体纯的内环氨基甲酸酯的高效快捷方法.
    摘要:提出了从n-酰基内酰胺和n-酰基吡咯烷类开始构建内环烯氨基甲酸酯的温和,实用和直接的方案.使用dibal-H,Superhyride或nabh(4)将内酰胺以非常好的优异产率还原为相应的α-羟基氨基甲酸酯(4),然后在受阻硝化碱(如2,6)的存在下,由三氟乙酸酐促进β-消除(脱水)-二甲基吡啶,二异丙基乙胺或三乙胺.该方案的微小变化允许制备几种内环烯氨基甲酸酯(12个实例),总产率非常好至优异(56-96%).已证明该方案适用于多种环大小,与不同的保护基团兼容,并且足够温和以防止易于消旋的立体中心消旋.
    DOI:10.1021/jo9903297

    海关参考信息

    专利信息


    专利号:WO-2017021270-A1
    优先权日:2015-08-03
    标 题 :Process for the synthesis of ravidasvir
    发明人:CASTALDI GRAZIANO; BARUTO ALESSANDRO; OLDANI ERMINIO; GABOARDI MAURO
    权利人:HC-PHARMA AG
    摘要:A process for the synthesis of ravidasvir and intermediates useful in the preparation thereof are disclosed.

    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.

    专利号:US-7285667-B2
    优先权日:2005-04-26
    标题 :Process for the synthesis of functionalized indolizidines
    发明人:GOPALSAMY ARIAMALA; SHI MENGXIAO
    权利人:WYETH CORP
    摘要:The present invention provides a process for the preparation of functionalized indolizidines comprising the steps and products disclosed within this application.

    专利号:WO-2006100479-A1
    优先权日:2005-03-22
    标题:Methods for the synthesis of heteroaromatic compounds
    发明人:KNIGHT DAVID W
    权利人:UNIV CARDIFF; KNIGHT DAVID W
    摘要:Methods of making heteroaromatic compounds comprising a 5- membered ring, and dihydro forms thereof, by a metal catalysed 5-endo-cyclisation of alkynes (acetylenes) are disclosed. The methods involve the use of a catalyst comprising a silver salt, more preferably a silver (I) salt, which is employed as a heterogeneous catalyst for the cyclisation reaction. The methods can produce different types of heteroaromatic compounds and are capable of producing highly substituted products, i.e. products in which the 5-membered ring is disubstituted, trisubstituted or, with further simple reactions, tetrasubstituted. The methods described herein generally the advantages that they use conditions and reagents that are benign, cheap and flexible and amenable to scale up, and in which the only by-product is water.

    专利号:US-9175026-B2
    优先权日:2011-03-23
    标题:Synthesis of thioether containing trialkoxysilanes
    发明人:GARRELL ROBIN L; TUCKER-SCHWARTZ ALEXANDER K
    权利人:GARRELL ROBIN L; TUCKER-SCHWARTZ ALEXANDER K; UNIV CALIFORNIA
    摘要:The invention relates to a radical-initiated thiol-ene or thiol-yne “clickâ€? reaction that provides a simple and efficient route to diverse trialkoxysilanes. Trialkoxysilanes made in this way are obtained in quantitative to near-quantitative yields with high purity without any or minimal purification. A wide range of functional groups is tolerated in this approach, and even complex alkenes click with the silane precursors. The modular nature of these radical-based thiol-ene or thiol-yne “clickâ€? reactions allows a wide variety of pendant groups to be coupled to silane compounds that can then be coupled to a wide variety surfaces in order to modify their material properties. Consequently, such radical initiated thiol-ene and thiol-yne reactions provide facile and efficient methods for preparing an enormous number of surface-active functional trialkoxysilanes.

    专利号:US-10906033-B2
    优先权日:2016-03-28
    标题 :Synthesis and application of chiral substituted polyvinylpyrrolidinones
    发明人:HUA DUY H
    权利人:UNIV KANSAS STATE
    摘要:Chiral polyvinylpyrrolidinone (CSPVP), complexes of CSPVP with a core species, such as a metallic nanocluster catalyst, and enantioselective oxidation reactions utilizing such complexes are disclosed. The CSPVP complexes can be used in asymmetric oxidation of diols, enantioselective oxidation of alkenes, and carbon-carbon bond forming reactions, for example. The CSPVP can also be complexed with biomolecules such as proteins, DNA, and RNA, and used as nanocarriers for siRNA or dsRNA delivery.
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    合成参考文献


    摘要:Chen, Z.-P.; Zhou, Y.-G., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2017) 1, 177.
    摘要:Bietti, M.; Dénès, F., Science of Synthesis, (2021) , 512.
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