CAS: 16400-32-1; 1-Bromo-2-Pentyne

该化合物是一种含有分子式C5H7Br的溴化烷化合物.该化合物有一个终端烷基化合物和一个溴替代成分,使其成为有机合成的多用途中间体,特别是用于Sonogashira或Heck的联结等交叉反应.该化合物的反作用性允许选择性功能化,能够构建复杂的分子框架.其室温液体状态和在惰性条件下的中度稳定有利于实验室环境的处理.1-Bromo-2-五溴二苯醚通常用于制药和材料研究,需要精确的烷基化合物结合.建议在制冷和灯光保护下适当储存,以保持其完整性.

结构式图片

相似化合物

3355-28-0 2219-66-1 35545-23-4

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

pent-2-yn-1-ol 1-methoxy-2-pentyne N-methyl-phosphorodiamidic acid pent-2-ynyl estertetra-N-methyl-phosphorodiamidic acid pent-2-ynyl ester methylmagnesium bromide Ethyl-(2-ethyl-1-phenyl-buta-2,3-dienyl)-amine (2R*,3S*)-3-methoxycarbonylmethyl-2-(2-pentynyl)cyclopentanone Dehydrothiojasmonsaeure-S-t-butylester 2-Phenoxymethylhepta-1-en-4-in

合成工艺路线路线简述

    1-氯-2-戊炔置于lithium Bromide体系中,用 N,N-二甲基甲酰胺 用作溶剂,化学反应 72.0H,以51%的收率获得1-溴-2-戊炔
    参考文献:Syntheses Of Stereochemically Restricted Lactone-Type Analogues Of Jasmonic Acids
    标题:Syntheses Of Stereochemically Restricted Lactone-Type Analogues Of Jasmonic Acids
    摘要:5-Oxa-7-表-茉莉酸和5-氧杂-茉莉酸是茉莉酸的立体化学限制性内酯型类似物,通过2(5H)-呋喃酮,乙酸叔丁酯和乙酸叔丁酯的三组分偶联合成. 1-溴-2-戊炔.叔丁酯酸脱保护后,通过用 Lindlar 催化剂催化部分还原引入 (Z)-烯烃,得到所需的类似物.
    Doi:10.1271/bbb.64.1988

    海关参考信息

    专利信息


    专利号:US-6252079-B1
    优先权日:1993-06-30
    标 题 :Intermediates in the synthesis of camptothecin and related compounds and synthesis thereof
    发明人:CURRAN DENNIS P; BOM DAVID
    权利人:UNIV PITTSBURGH
    摘要:The present invention provides a short, convergent total synthesis of irinotecan and derivative compounds which comprises of a novel 4+1 radical annulation wherein the precursoris reacted with an aryl isonitrile having the formulawherein X is Br or I, and R4 is an alkyl group, an allyl group, a propargyl group or a benzyl group, and R16 is H, a C1-C6 alkoxy group, agroup wherein p is an integer between 4 and 12, or a C1-C12 acyclic dialkylamino group. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.

    专利号:US-6982333-B2
    优先权日:1993-06-30
    标 题:Intermediates in the synthesis of camptothecin and related compounds and synthesis thereof
    发明人:CURRAN DENNIS P; JOSIEN HUBERT; KO SUNG BO
    权利人:UNIV PITTSBURGH
    摘要:The present invention provides a short, convergent total synthesis of camptothecin and related compounds which consists of a novel 4+1 radical annulation. The present invention also provides novel chemical intermediates for such 4+1 radical annulations.

    专利号:US-10919904-B2
    优先权日:2016-08-17
    标 题 :Northern-southern route to synthesis of bacteriochlorins
    发明人:LIU YIZHOU; LINDSEY JONATHAN S; ALLU SRINIVASA RAO; FUJITA HIKARU
    权利人:UNIV NORTH CAROLINA STATE
    摘要:Described herein are chlorins, bacteriochlorins, methods and intermediates for the synthesis of bacteriochlorins, and methods of using such bacteriochlorins for, among other things, diagnostic and therapeutic purposes such as luminescent compounds in flow cytometry, and as active agents in photodynamic therapy (PDT).

    专利号:US-2004077674-A1
    优先权日:2002-03-01
    标题:Mappicine analogs, intermediates in the synthesis of mappicine analogs and methods of synthesis of mappicine analogs
    发明人:CURRAN DENNIS P; PARNIAK MICHAEL A; GABARDA ANA; ZHANG WEI; LUO ZHIYONG; CHEN CHRISTINE HIU-TUNG
    摘要:A compound having the following structure: n n n wherein Z is —CHOR 1 R 2 or —C(O)R 2 ; R 1 is H, an alkyl group, an aryl group, —OC(O)OR a , wherein R a is an alkyl group, —C(O)R b wherein R b is an alkyl group, an aryl group, an alkoxy group, an amino group, an alkylamino group, a dialkylamino group, an aryl amino group, a diarylamino group, an arylalkyl amino group, a protecting group or a fluorous tag; R 2 is an alkyl group, an aryl group or an arylalkyl group; R 3 is H, an alkyl group, hydroxyalkyl group or an aryl group; R 4 —R 8 are independently the same or different and are hydrogen, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an alkoxy group, an aryloxy group, an acyloxy group, a haloalkyl group, a perfluoroalkyl group, fluorine, chlorine, bromine, a haloalkyloxy group, a carbamoyloxy group, a hydroxy group, a nitro group, a cyano group, a cyanoalkyl group, an azido group, an azidoalkyl group, a formyl group, a hydrazino group, a hydrazinoalkyl group, a hydroxyalkyl group, an alkoxyalkyl group, —NR 1 R m , wherein R 1 and R m are independently hydrogen, an alkyl group, an aryl group, an arylalkyl group, or —C(O)R b , an aminoalkyl group, an alkylaminoalkyl group, a dialkylaminoalkyl group, an aryl aminoalkyl group, a diarylaminoalkyl group, an arylalkyl aminoalkyl group, —OC(O)OR a , wherein R a is an alkyl group, —C(O)R b , —SR c , S(O)R c or S(O 2 )R c wherein R c is hydrogen, —C(O)R b , an alkyl group, or an aryl group, (CH 2 ) n SiR d R e R f wherein n is an integer within the range of 0 through 10 and R d , R e and R f are independently a C 1-10 alkyl group, a C 2-10 alkenyl group, a C 2-10 alkynyl group, an aryl group, a haloalkyl group, a cyanoalkyl group, an azidoalkyl group, a hydrazinoalkyl group, a hydroxyalkyl group, an alkoxyalkyl group, an aminoalkyl group, an alkylaminoalkyl group, a dialkylaminoalkyl group, an aryl aminoalkyl group, a diarylaminoalkyl group, an arylalkyl aminoalkyl group. Alternatively R 4 and R 5 , R 5 and R 6 ; R 6 and R 7 ; or R 7 and R 8 can form together a chain of 3 or four groups selected from CH, CH 2 , O, S, N, NH, N-alkyl or N-aryl. Provided that, at least one of R 5 —R 7 is not H, a lower alkyl group, fluorine, a cyano group, a hydroxyl group, hydroxyalkyl group, an alkoxy group, an aminoalkyl group, an alkylaminoalkyl group, a dialkylaminoalkyl group, an amino group, an alkylamino group, a dialkylamino group, a carbamoyloxy group, a formyl group or —C(O)R x wherein R x is an alkyl group.

    专利号:US-2024123076-A1
    优先权日:2021-02-08
    标题:Unsaturated dendrimers compositions, related formulations, and methods of use thereof
    发明人:LEE SANG M; SIEGWART DANIEL J
    权利人:UNIV TEXAS
    摘要:Described herein are novel lipid compositions comprising unsaturated dendrimers and methods of synthesis of unsaturated dendrimers. The lipid composition can comprise an ionizable cationic lipid, a phospholipid, and a selective organ targeting lipid. Also described herein are pharmaceutical formulations comprising an unsaturated dendrimer, a lipid composition, and a therapeutic agent. Further described in here are methods of mRNA delivery comprising a lipid composition and a therapeutic agent. Further described herein are high-potency dosage forms of a therapeutic formulated with a lipid composition.

    专利号:US-2016318862-A1
    优先权日:2013-09-25
    标 题:Synthesis of delta 12-pgj3 and related compounds
    发明人:NICOLAOU KYRIACOS C; HERETSCH PHILIPP; HALE CHRISTOPHER R H; EL GHZAOUI ABDELLATIF EL MARROUNI; PULUKURI KIRAN KUMAR; YU RUOCHENG; GROVE CHARLES
    权利人:UNIV RICE WILLIAM M
    摘要:In one aspect, the present invention provides novel derivatives of Δ 12 -PGJ 3 and modular synthetic pathways to obtaining Δ 12 -PGJ 3 and derivatives thereof. In some aspects, the present derivatives of Δ 12 -PGJ 3 are useful as chemotherapeutic agents. The present disclosure also describes compositions of these derivatives as well as methods of use of the derivatives thereof.
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    主要参考文献

    参考标题:Transfert De L'Ethoxycarbonylcarbene Sur Les Alcynes Substitues En α Par Un Groupe Partant
    作者:M. Vincens,A. Dussauge,M. Vidal |发布日期:1977.1
    摘要:Synthesis Of Ethyl Cyclopropenecarboxylates With A Leaving Group On The Position α To The Double Bond Has Been Realised By Photolytic Or Thermocatalytic Decomposition Of Ethyl Diazoacetate With Acetylenic Substrates. With These Adducts Allenic, A Etylenic Or Dienic Esters Are Obtained. In The Case Of Photolytic Transfer, The Proposed Intermediate Agent Is Ethoxycarbonyl Carbene. If The Transfer Is

    合成参考文献


    摘要:Tang, X., Science of Synthesis Knowledge Updates, (2022) 3, 443.
    摘要:Harris, P. A., Science of Synthesis: Knowledge Updates, (2024) 1, 47.
    摘要:Sang, J.; Zhang, G., Science of Synthesis: Base-Metal Catalysis, (2023) 2, 783.
    参考文献:10.1186/s13065-022-00803-3
    摘要:Zhang R, Xia Y, Yan Y, Ouyang L. Cu-catalyzed, Mn-mediated propargylation and allenylation of aldehydes with propargyl bromides. BMC Chemistry. 2022 Mar 18;16(1):14. doi: 10.1186/s13065-022-00803-3.
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