CAS: 4617-33-8; 15-Hydroxypentadecanoic Acid

该化合物是一种长链氢氧化脂肪酸,具有终端性氢氧基组,使其成为有机合成和特殊化学应用的多用途中间体,其线性C15结构和功能组有助于将其用于生产生物降解聚合物,润滑油和表面活性剂,氢氧基组有利于进一步的化学改造,如酯化或聚合,加强其在创造高性能材料方面的效用.该化合物还具有生物医学研究的兴趣,因为它在脂类代谢和信号路径方面的潜在作用.其稳定性和明确界定的结构使它成为精确化学工艺的可靠选择.

结构式图片

相似化合物

1460-18-0 14722-40-8 36575-82-3

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ECHA物质C&L通报REACH预注册

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合成工艺路线路线简述

    5-溴戊酸置于platinum(Iv) Oxide Lithium Aluminium Tetrahydride,Lithium Amide,氨,氢气,Ferric Nitrate体系中,用 四氢呋喃,乙醚,氨 作为反应溶剂,化学反应 37.0H,反应生成 15-羟基十酸
    参考文献:Riche,Francoise; Mathieu,Jean-Paul; Vincens,Maurice,Bulletin De La Societe Chimique De France,1984,Vol. 2,# 1-2,P. 49-55
    标题:Riche,Francoise; Mathieu,Jean-Paul; Vincens,Maurice,Bulletin De La Societe Chimique De France,1984,Vol. 2,# 1-2,P. 49-55

    海关参考信息

    专利信息


    专利号:US-4451565-A
    优先权日:1981-03-10
    标 题:Enzyme-mediated synthesis of esters and lactones
    发明人:GATFIELD IAN; SAND THEODOR
    权利人:HAARMANN & REIMER GMBH
    摘要:In the enzyme-mediated synthesis of an ester or lactone from at least one carboxylic acid of the formula R-CH2-CH2-COOH wherein R is a hydrogen atom, or a hydrocarbon radical which has 1 to 21 carbon atoms and which can be optionally substituted by hydroxyl groups or alkoxy groups with 1 to 10 carbon atoms, with at least one primary or secondary alcohol having 1 to 15 carbon atoms, the improvement which comprises employing as the enzyme the esterase from Mucor miehei and effecting the synthesis in the absence of water. Advantageously, the synthesis is effected at about room temperature, the mol ratio of carboxylic acid to alcohol is from about 1:1 to 1:1.1, and the enzyme is used in a quantity of about 3 to 20% by weight of the carboxylic acid. The absence of water facilitates recovery, as by distillation.

    专利号:US-2004110228-A1
    优先权日:2002-04-01
    标 题:Combinatorial organic synthesis of unique biologically active compounds
    发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
    摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

    专利号:US-8138272-B2
    优先权日:2006-05-22
    标 题:Preparation of polymer conjugates of therapeutic, agricultural, and food additive compounds
    发明人:KONRADI ANDREI W; SMITH JENIFER L
    权利人:KONRADI ANDREI W; SMITH JENIFER L; ELAN PHARM INC
    摘要:This invention provides an improved synthesis of polymer conjugates of formula (I), n nof agricultural, therapeutic, and food additive compounds. In particular, a process is described for the preparation of conjugates by treating primary or secondary alcohol substituents of active compounds with polymeric nucleophiles using “Mitsunobuâ€? or related reaction conditions.

    专利号:US-5502226-A
    优先权日:1994-11-14
    标 题:Process of preparing ω-hydroxy acids
    发明人:CHO SUK H; DEFLORIO VICTOR
    权利人:ARDEN ELIZABETH CO
    摘要:A new synthesis of omega -hydroxy acids, which employs commercially available starting materials and lowers the cost of production. The process involves coupling a fatty acyl group by enamine chemistry, followed by a ring expansion and selective reduction of ketoacid.

    专利号:US-5296621-A
    优先权日:1989-07-20
    标 题 :Process for the isolation of hydroxy fatty acid derivatives from convolvulaceae plants
    发明人:ROOS ROBERT; BAKKER JAN
    权利人:UNILEVER PATENT HOLDINGS
    摘要:The invention provides a process for the isolation of hydroxy fatty acid derivatives from Convolvulaceae plants like Ipomoea batatas and Ipomoea orizabensis by extracting parts of said plants like leaves, stems, seeds and in particular roots and tubers thereof, with an organic solvent, removing the solvent for at least the main part from the extract, dispersing the obtained residue into water, subjecting the obtained dispersion to a single hydrolysis step and recovering the released hydroxy fatty acids, like 11-hydroxy palmitic acid and 3,11-hydroxy myristic acid from the aqueous dispersion by means of an extraction agent. The obtained hydroxy fatty acid may be used in the synthesis of specific organic compounds like lactones or in the preparation of products having purgative properties and of thickeners for lubricating greases respectively.

    专利号:US-8329854-B2
    优先权日:2010-09-27
    标题 :Synthesis of tri-component resins
    发明人:BIRAU MARIA; ALLEN C GEOFFREY
    权利人:BIRAU MARIA; ALLEN C GEOFFREY; XEROX CORP
    摘要:A resinous compound of the formulas or a salt thereof, wherein G1 is —X1C(O)OR1, —X2OC(O)R2, or —X2OH; G2 is R4, R12, —C(O)R2, —C(O)X1C(O)OR1, or —C(O)X2OC(O)R2; R1 is an alkyl having from 10 to 80 carbon atoms; R2 is an alkyl having from 2 to 40 carbon atoms; each R3 and R4 is independently hydrogen, alkyl, arylalkyl or alkylaryl; each R5 and each R6 is independently hydrogen or alkyl; X1 and X2 are both a straight or branched alkylene group; t1 is 1 to 20; t2 and t3 is independently 0 to 20; u1 is 1 to 30; u2 and u3 is independently 0 to 30; each R7 and each R8 is independently hydrogen, alkyl, or alkoxyl; each R9 and each R10 is independently hydrogen, alkyl, or alkoxyl; Ar is a substituted or unsubstituted aromatic moiety; p is 1 to 5; q is 1 to 12; A⊖ is selected from the group consisting of Cl−, Br−, I−, HSO4−, HSO3−, CH3SO3−, NO3−, HCOO−, CH3COO−, H2PO4−, SCN−, BF4−, ClO4−, SSO3−, PF6−, and SbCl6−; and J is alkyl, arylalkyl, or alkylaryl.
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    主要参考文献

    [参考文献]: Duan Velikovi, Et Al. Matrix-Assisted Laser Desorption/ionization Mass Spectrometry Imaging: A Powerful Tool For Probing The Molecular Topology Of Plant Cutin Polymer. Plant J. 2014 Dec;80(5):926-35.
    [参考文献]: Jamal Mustafa, Et Al. Synthesis And Anticancer Activities Of Fatty Acid Analogs Of Podophyllotoxin. Lipids. 2004 Feb;39(2):167-72.
    [参考文献]: Nadine Strehmel, Et Al. Profiling Of Secondary Metabolites In Root Exudates Of Arabidopsis Thaliana. Phytochemistry. 2014 Dec:108:35-46.
    [参考文献]: Sacha Ferdinandusse, Et Al. Identification Of The Peroxisomal Beta-Oxidation Enzymes Involved In The Degradation Of Long-Chain Dicarboxylic Acids. J Lipid Res. 2004 Jun;45(6):1104-11.

    合成参考文献


    摘要:Heaney, H.; Christie, S., Science of Synthesis, (2004) 3, 529.
    摘要:Maier, M. E., Science of Synthesis, (2007) 20, 1465.
    摘要:Maier, M. E., Science of Synthesis, (2007) 20, 1456.
    摘要:Maier, M. E., Science of Synthesis, (2007) 20, 1460.
    摘要:Maier, M. E., Science of Synthesis, (2007) 20, 1459.
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