CAS: 2036272-55-4; ((4-Hydroxybutyl)Azanediyl)Bis(Hexane-6,1-Diyl) Bis(2-Hexyldecanoate)

结构式图片

相似化合物

2036273-14-8 2036272-56-5 2089251-57-8

上下游产品

6-Oxohexyl 2-Hexyldecanoate 1849616-54-1
6-Hydroxyhexyl 2-Hexyldecanoate 1849616-53-0

合成工艺路线路线简述

    1,6-己二醇置于4-二甲氨基吡啶,Sodium Metabisulfite,Sodium Chlorite,2,2,6,6-四甲基哌啶氧化物,三乙酰氧基硼氢化钠,碳酸氢钠,三乙胺,N,N'-二环己基碳二亚胺体系中,用 2-甲基四氢呋喃,二氯甲烷 用作溶剂,化学反应 88.0H,反应生成((4-羟基丁基)氮杂二基)双(己烷-6,1-二基)双(2-己基癸酸酯)
    参考文献:脂肪醛亚硫酸氢盐加合物作为可电离脂质合成中的纯化处理
    标题:脂肪醛亚硫酸氢盐加合物作为可电离脂质合成中的纯化处理
    摘要:Alc-0315是辉瑞新冠疫苗配方的关键成分,通过在氧化步骤后采用固体加合物形成和过滤代替标准色谱分离,可以快速获得alc-0315,从而实现更大规模的合成.通过在倒数第二步形成该脂肪醛亚硫酸氢盐加合物并通过直接用脂肪醛亚硫酸氢盐加合物进行最终的还原胺化来除去杂质.这消除了所有制备的含醛中间体的色谱分离.利用该策略与 Alc-0315,Ftt5 和 Sm-102 可电离脂质一起制备.这项工作为更可持续地获取这些关键的可电离脂质铺平了道路,这将降低未来世界重要疫苗和药物供应的风险.
    Doi:10.1039/d4Ra05189K

    海关参考信息

    专利信息


    专利号:US-2025162968-A1
    优先权日:2022-02-02
    标 题 :Method for Producing Ionizable Lipids or Intermediates for the Synthesis of Such Lipids
    发明人:ATMURI N D PRASAD; ARNOLD DEAGLAN; SAADATI FARIBA; KUREK DANIEL; KULKARNI JAYESH; WITZIGMANN DOMINIK; CIUFOLINI MARCO A
    权利人:NANOVATION THERAPEUTICS INC
    摘要:The present disclosure provides a method for producing one or more intermediates for the synthesis of one or more ionizable lipids, the method comprising: (i) producing a beta-ketoacid by reacting a cyclic ester, a terminal hydroxyester or a derivative thereof, a dicarboxylic acid half ester, or an acid chloride derivative of the dicarboxylic acid half ester, in a condensation reaction, thereby producing the beta-ketoacid or a beta-ketoester that is hydrolyzed to produce the beta-ketoacid; and (ii) decarboxylating the beta-ketoacid, thereby producing the one or more intermediates, wherein the one or more intermediates have a structure that may be defined by Formula A. Further provided is a method for producing ionizable lipid from the intermediate comprising adding an ionizable head group moiety to (a) a ketone group of one or more intermediates having the structure that may be defined by Formula A; or (b) a corresponding alcohol of the intermediate.

    专利号:US-2025205158-A1
    优先权日:2023-12-26
    标 题 :Biodegradable lipids and formulations for delivery of mrna
    发明人:ANDERSON DANIEL GRIFFITH; RUDRA ARNAB; GUPTA AKASH; REED KAELAN
    权利人:MASSACHUSETTS INST TECHNOLOGY; CHILDRENS MEDICAL CENTER
    摘要:Provided herein are compounds, such as compounds of Formulae (I), (I′), (XI), (XII), and (XIII), and pharmaceutically acceptable salts, solvates, tautomers, stereoisomers, and isotopically labeled derivatives thereof, and compositions, methods, uses, and kits thereof. The compounds provided herein are lipids useful for delivery of agents, including polynucleotides such as mRNA, for the treatment and/or prevention of various diseases and conditions (e.g., genetic diseases, proliferative diseases, hematological diseases, neurological diseases, liver diseases, spleen diseases, lung diseases, painful conditions, psychiatric disorders, musculoskeletal diseases, metabolic disorders, inflammatory diseases, and autoimmune diseases). Also provided herein are methods of synthesis of compounds of Formulae (I′), (XI), (XII), (XIII), and (VIII).

    专利号:EP-4520765-A1
    优先权日:2023-09-08
    标题:Ionizable cationic lipids incorporating silicon
    发明人:RÉPà SI JÓZSEF; SZILVà GYI Gà BOR
    权利人:ALDEXCHEM KFT
    摘要:The present invention belongs to the field of biomedicine and drug delivery as well as pest and vector controls.The invention relates to a novel ionizable cationic lipid family incorporating silicon, which belongs to the trademark LipexSilâ„¢ 2nd generation lipids, wherein the tail is connected to the headgroup with biodegradable silyl acetal linker. Lipids containing silyl acetal linker(s) are state-of-the-art and are effective as ionizable cationic lipids in the formulation of empty or loaded lipid nanoparticles (LNPs). The novel linkers according to the invention are designed by means of proprietary borane catalysts [WO 2022/129966]. The invention describes the synthesis of the lipids of formula (I), formation and characterization of nanoparticles and biological experiments demonstrating that the lipid nanoparticles prepared with these novel lipids can efficiently deliver their cargo (e.g. RNA, DNA, mRNA, siRNA, dsRNA, pDNA, circular DNA, small biologically active molecules) into the cells.

    专利号:WO-2023147657-A1
    优先权日:2022-02-02
    标题 :Method for producing ionizable lipids or intermediates for the synthesis of such lipids

    专利号:WO-2025217452-A1
    优先权日:2024-04-11
    标 题 :Constrained ionizable cationic lipids and lipid nanoparticles
    发明人:KARMALI PRIYA; TANIS STEVEN
    权利人:CAPSTAN THERAPEUTICS INC
    摘要:Ionizable cationic lipids, methods for synthesizing the same, intermediates useful in synthesis of the ionizable cationic lipids, and methods of synthesizing the intermediates are disclosed. The ionizable cationic lipids are useful as a component of lipid nanoparticles (LNP), which in turn can be used for delivering nucleic acids into cells in vivo or ex vivo. LNP compositions are also disclosed, including LNPs comprising a functionalized lipid to enable conjugation of a binding moiety, and targeted LNPs (tLNPs), that is, LNPs in which a binding moiety has been conjugated to the functionalized lipid and can serve as a targeting moiety to direct the tLNPs to a desired tissue or cell type.

    专利号:WO-2025217454-A2
    优先权日:2024-04-11
    标 题:Ionizable cationic lipids and lipid nanoparticles
    发明人:KARMALI PRIYA PRAKASH; TANIS STEVEN
    权利人:CAPSTAN THERAPEUTICS INC
    摘要:Ionizable cationic lipids, methods for synthesizing the same, intermediates useful in synthesis of the ionizable cationic lipids, and methods of synthesizing the intermediates are disclosed. The ionizable cationic lipids are useful as a component of lipid nanoparticles (LNP), which in turn can be used for delivering nucleic acids into cells in vivo or ex vivo. LNP compositions are also disclosed, including LNP comprising a functionalized lipid to enable conjugation of a binding moiety, and targeted LNP (tLNP), that is an LNP in which a binding moiety has been conjugated to the functionalized lipid and can serve as a targeting moiety to direct the tLNP to a desired tissue or cell type.
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    主要参考文献


    1: Ferraresso F, Strilchuk AW, Juang LJ, Poole LG, Luyendyk JP, Kastrup CJ. Comparison of DLin-MC3-DMA and ALC-0315 for siRNA Delivery to Hepatocytes and Hepatic Stellate Cells. Mol Pharm. 2022 Jul 4;19(7):2175-2182. doi: 10.1021/acs.molpharmaceut.2c00033. Epub 2022 May 31.
    2: Chen J, Ye Z, Huang C, Qiu M, Song D, Li Y, Xu Q. Lipid nanoparticle-mediated lymph node-targeting delivery of mRNA cancer vaccine elicits robust CD8+ T cell response. Proc Natl Acad Sci U S A. 2022 Aug 23;119(34):e2207841119. doi: 10.1073/pnas.2207841119. Epub 2022 Aug 15.
    3: Saadati F, Cammarone S, Ciufolini MA. A Route to Lipid ALC-0315: a Key Component of a COVID-19 mRNA Vaccine. Chemistry. 2022 Aug 26;28(48):e202200906. doi: 10.1002/chem.202200906. Epub 2022 Jul 4.

    合成参考文献


    参考文献:10.1007/978-3-031-08415-7_7
    摘要:Qiu Y, Chow MY, Lam JK. Pulmonary Delivery of Messenger RNA (mRNA) Therapeutics for Respiratory Diseases. 2022. In: RNA Technologies.
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