CAS: 29547-04-4; Methyl 2,4-Dibromobutanoate

该化合物是一种有机化合物,其特性是其酯类功能组,产自丁酸和甲基酒精;其特征是丁基骨柱,其两个溴替代物位于碳链的2和4个位置;该化合物一般是无色的,可粉黄,具有独特的气味;在有机溶剂中可溶解,但由于其水溶性,溶解性有限;甲基2,4-二溴丁酸经常用于有机合成,特别是用于准备各种药品和农用化学品,因为其具有再活动性,而且有能力进行核分裂替代反应;溴原子的存在会增强其电子动力特性,使其在化学反应中成为有用的中间体;在处理该化合物时,应采取安全防范措施,因为溴化化合物可能具有危险性;适当的储存和处置方法对于最大限度地减少环境影响和健康风险至关重要.

结构式图片

相似化合物

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合成工艺路线路线简述

  • 合成目标产物 Methyl 2,4-Dibromobutyrate 主要起始原料 Methanol And 2,4-Dibromobutyryl Bromide
  • (文献来源)合成步骤主要原料 Methanol 和 2,4-Dibromobutyryl Bromide
📜γ-丁内酯,甲醇置于溴,三溴化磷体系中,化学反应 20.08H,反应生成2,4-二溴丁酸甲酯
参考文献:通过 N-硼烷配合物的 α-烷基化,从手性 1-芳基乙胺合成光学活性 2-取代氮杂环丁烷-2-甲腈.
标题:通过 N-硼烷配合物的 α-烷基化,从手性 1-芳基乙胺合成光学活性 2-取代氮杂环丁烷-2-甲腈.
摘要:研究了 N-((S)-1-芳基乙基)氮杂环丁烷-2-甲腈 3 通过形成 N-硼烷配合物 4 的碱促进 α-烷基化反应.例如,在-78oc下用1.2当量的lda处理非对映体纯硼烷n-((S)-1'-(4''-甲氧基苯基)乙基)氮杂环丁烷-2-甲腈络合物(1S,2S,1'S)-4B °C,然后在-78oc加入1.3当量的苄基溴并升温至室温,产生α-苄基化(2S,1'S)-5Ba,产率72%,(2R,1'S)-5Ba,产率2%.提出了这种非对映选择性α-烷基化的机制.我们的方法能够从市售的 (S)-(1-(4-甲氧基苯基)) 开始生产光学活性 2-取代氮杂环丁烷-2-甲腈,例如 α-苄基化 (S)-10A 和 (R)-10A乙)胺.
Doi:10.1039/d1Ra04585G

海关参考信息

专利信息


专利号:US-8598346-B2
优先权日:2008-07-16
标 题 :Synthesis of cyclic amidines
发明人:LENTZEN GEORG; NEUHAUS THORSTEN
权利人:LENTZEN GEORG; NEUHAUS THORSTEN; BITOP AG
摘要:The invention relates to an innovative method for synthesis of cyclic amidines. The synthesis starts from a β-, γ- or δ-lactone which is twofold brominated. After esterification of the carboxyl function, the bromine atoms are nucleophilically substituted and the corresponding diamino compound is obtained. The ring closure to the cyclic amidine is accomplished subsequently by reaction with orthoester, imidate or thioimidate. Owing to interposing additional steps for recovery of the diamino compound in enantiomerically pure form, the enantiomers of the cyclic amidines can be stereoselectively synthesized.

专利号:US-4190579-A
优先权日:1977-12-29
标题:Synthesis of beta-lactams from azetidine carboxylic acid esters
发明人:LIPSHUTZ BRUCE H; WASSERMAN HARRY H; WU JAMES S
权利人:RESEARCH CORP
摘要:Azetidine carboxylic acid esters are converted into enol silyl ethers which, as enamino ketene acetals, undergo ready oxidative cleavage of the ethylenically unsaturated double bond, e.g. by dye-sensitized photo-oxygenation, to form beta-lactams. The beta-lactams and substitution products thereof are useful intermediates in the synthesis of biologically active lactams.

专利号:US-4442298-A
优先权日:1982-08-30
标 题:Chemical synthesis of ethylene/maleic anhydride dimer with phenylethyl end group
发明人:TOU JACOB S; SCHLEPPNIK ALFRED A
权利人:MONSANTO CO
摘要:A phenylethyl substituted dimer of ethylene and maleic anhydride, names 7-phenyloctane-(1,2),(5,6)-dianhydride, is chemically synthesized by n (a) alkylating alkyl 2,4-dihalobutyrate with alkyl 2-cyano-3-phenylbutyrate, n (b) alkylating the resulting halide condensation product with a carboxylate selected from the group consisting of trialkyl ethane-1,1,2-tricarboxylate and dimethyl cyanoethane-1,2-dicarboxylate, n (c) acid hydrolyzing the resulting tetra or pentaester accompanied by decarboxylating, and n (d) dehydrating the resulting tetra-acid to yield the desired phenylethyl substituted dimer of ethylene and maleic anhydride, n wherein the alkyls in the butyrate and carboxylate ester groups each contain from one to about four carbon atoms and halo is selected from the group consisting of bromo, chloro and iodo. n The dimer has anti-tumor and anti-viral properties and can be used in silver halide emulsions.

专利号:US-4234744-A
优先权日:1978-12-18
标 题 :Process for the production of aminoacid hydrochlorides/or diaminoacid dihydrochlorides
发明人:EFFENBERGER FRANZ; DRAUZ KARLHEINZ
权利人:DEGUSSA
摘要:Aminoacid hydrochlorides or diaminoacid dihydrochlorides are produced by first reacting a halocarboxylic acid ester with an alkali metal cyanate in the presence of an alcohol to form the corresponding mono- or diurethane and then saponifying this to the corresponding mono- or dihydrochloride. The new process is relatively versatile in its use and above all opens up an elegant synthesis route for lysine.

专利号:US-9751874-B2
优先权日:2014-12-17
标题:Hydroxy containing FXR (NR1H4) modulating compounds
发明人:GEGE CHRISTIAN; KINZEL OLAF; KREMOSER CLAUS; SCHMITT AARON C
权利人:GILEAD SCIENCES INC
摘要:The present invention relates to compounds which bind to the NR1H4 receptor (FXR) and act as agonists of FXR. The invention further relates to the use of the compounds for the preparation of a medicament for the treatment of diseases and/or conditions through binding of said nuclear receptor by said compounds and to a process for the synthesis of said compounds.

专利号:WO-2025123046-A1
优先权日:2023-12-07
标 题:Synthesis of leucine-rich repeat kinase 2 modulators
发明人:STORZ THOMAS; DONG HANQING; CHEN CHUNGPIN HERMAN
权利人:ARVINAS OPERATIONS INC
摘要:Provided are methods for synthesizing compounds having activity against Leucine- rich repeat kinase 2 (LRRK2), as well as intermediates generated during said methods.

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📌 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 Cyclic Amidines
摘要:The Invention Relates To An Innovative Method For Synthesis Of Cyclic Amidines. The Synthesis Starts From A β-, γ- Or δ-Lactone Which Is Twofold Brominated. After Esterification Of The Carboxyl Function, The Bromine Atoms Are Nucleophilically Substituted And The Corresponding Diamino Compound Is Obtained. The Ring Closure To The Cyclic Amidine Is Accomplished Subsequently By Reaction With Orthoester, Imidate Or Thioimidate. Owing To Interposing Additional Steps For Recovery Of The Diamino Compound In Enantiomerically Pure Form, The Enantiomers Of The Cyclic Amidines Can Be Stereoselectively Synthesized.

合成参考文献


参考文献:10.1055/s-0040-1720323
摘要:Synthesis of Ceralasertib. Synfacts. 2021 Mar 18;17(04):0371. doi: 10.1055/s-0040-1720323.
参考文献:10.1055/s-0033-1340822
摘要:Compain P. Searching for Glycomimetics That Target Protein Misfolding in Rare Diseases: Successes, Failures, and Unexpected Progress Made in Organic Synthesis. Synlett. 2014 Mar 14;25(09):1215–40. doi: 10.1055/s-0033-1340822.
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