CAS: 2051-28-7; Decahydroquinoline

该化合物是一个双环有机化合物,其特点是饱和结构,由经过充分氢化的quinoline框架组成,结果在室内温度下,无色可粉黄黄色液体,呈现温和的芳香味.Deca hydroquinoline以相对较低的沸点和有机溶剂中的中溶性而著称,使其在各种化学应用中有用.它主要用作合成更复杂的有机分子的前体,以及制药和农用化学品生产中的潜在中间体.此外,它作为溶剂和聚合物配方中的潜在添加剂的特性也得到了研究.该化合物的稳定性和再活性可因温度和催化剂的存在等条件而变化,这些条件可以影响其在化学反应中的行为.总的来说,Deca hyquiline是有机合成和材料科学中的重要建筑块.

结构式图片

相似化合物

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上下游产品

quinoline H-[1]quinolyl)-diazenebis-(3,4-dihydro-2H-[1]quinolyl)-diazene acetic acid 5,6,7,8-tetrahydroquinoline2-(3,4-dihydroquinolin-1(2H)-yl)acetonitrile H-[1]quinolyl)-1-(2,3,4-trihydroxy-phenyl)-ethanone1-(3,4-dihydro-2H-[1]quinolyl)-1-(2,3,4-trihydroxy-phenyl)-ethanone 3,4-dihydro-2H-quinolin-1-carboxylic acid ethyl ester 1-(4-nitro-benzyl)-1,2,3,4-tetrahydro-quinoline

合成工艺路线路线简述

    喹啉置于硼烷铵络合物,Rhodium(III) Chloride Hydrate体系中,用 异丙醇 用作溶剂,以89 %的收率获得十氢喹啉
    参考文献:均相钌预催化剂催化下吡啶等含氮,含氧杂环与 H3N-Bh3 的转移氢化
    标题:均相钌预催化剂催化下吡啶等含氮,含氧杂环与 H3N-Bh3 的转移氢化
    摘要:在本研究中,我们报告了一种转移氢化方案,该方案利用硼烷-氨(h 3 N-bh 3 )作为氢源和市售rucl 3 . X H 2 O预催化剂用于喹啉,喹喔啉,吡啶的选择性芳族还原,吡嗪,吲哚,苯并呋喃和呋喃衍生物形成相应的脂环族杂环,分离收率非常好至优异.这种简单方案的应用包括有效制备有用的关键药物中间体,例如多奈哌齐和氟甲喹,包括生物活性化合物.
    Doi:10.1021/acs.Orglett.3C04051

    海关参考信息

    专利信息


    专利号:US-11548898-B2
    优先权日:2017-07-06
    标题 :Synthesis of halichondrins
    发明人:KISHI YOSHITO; AI YANRAN; YE NING; WANG QIAOYI; YAHATA KENZO; ISO Kentaro; NAINI SANTHOSH REDDY; YAMASHITA SHUJI; LEE JIHOON; OHASHI ISAO; FUKUYAMA TAKASHI
    权利人:HARVARD COLLEGE; EISAI R&D MAN CO LTD
    摘要:The present invention provides methods for the synthesis of ketones involving a Ni/Zr-mediated coupling reaction. The Ni/Zr-mediated ketolization reactions can be used in the synthesis of halichondrins (e.g., halichondrin A, B, C; homohalichondrin A, B, C; norhalichondrin A, B, C), and analogs thereof. Therefore, the present invention also provides synthetic methods useful for the synthesis of halichondrins, and analogs thereof. Also provided herein are compounds (i.e., intermediates) useful in the synthesis of halichondrins, and analogs thereof. In particular, the present invention provides methods and compounds useful in the synthesis of compound of Formula (H3-A).

    专利号:US-4902817-A
    优先权日:1987-09-17
    标 题 :Process for the synthesis of alpha n alkylated amino acids and esters thereof, application to the synthesis of carboxyalkyl dipeptides
    发明人:VINCENT MICHEL; BALIARDA JEAN; MARCHAND BERNARD; REMOND GEORGES
    权利人:ADIR
    摘要:Stereoselective process for the industrial synthesis of compounds of formula (I): ##STR1## where R 1 is linear or branched lower alkyl with 1 to 6 carbon atoms, n R 2 is a linear or branched lower alkyl with 1 to 4 carbon atoms, n employing inexpensive starting materials and obtaining optimum yields. n Application to the synthesis of carboxyalkyl dipeptides.

    专利号:US-11220513-B2
    优先权日:2015-04-30
    标题:Chromium-mediated coupling and application to the synthesis of halichondrins
    发明人:KISHI YOSHITO; YAN WUMING; LI JINGWEI; LI ZHANJIE; YAHATA KENZO
    权利人:HARVARD COLLEGE
    摘要:The present invention provides unified synthesis of the C1-C19 building blocks of halichondrins and analogs thereof using selective coupling of poly-halogenated nucleophiles in chromium-mediated coupling reactions. The present invention also provides a practical and efficient synthesis of C20-C38 building blocks of halichondrins and analogs thereof. Also provided herein are general methods of selective activation and coupling of poly-halogenated analogs with an aldehyde. The provided coupling reactions are selective for halo-enone and halo-acetylenic ketal over vinyl halide and halide attached to a sp hybridized carbon. The provided efficient selective coupling reactions can allow easy access to the C1-C19 building blocks and C20-C38 building blocks of halichondrins and analogs thereof with limited or no purification or separation of the intermediates.

    专利号:EP-0309324-B1
    优先权日:1987-09-17
    标 题:Process for the preparation of n-alkylated amino acids and their esters, use in the synthesis of carboxyalkyl dipeptides
    摘要:Process for industrial synthesis of the derivative of formula (I): and their addition salts with an inorganic or organic acid or base, in which: R1 is linear or branched lower alkyl (of 1 to 6 carbon atoms), R2 is hydrogen or a linear or branched lower alkyl group (of 1 to 4 carbon atoms). Application to the industrial synthesis of carboxyalkyl dipeptides.

    专利号:WO-2023039068-A1
    优先权日:2021-09-08
    标题:Compositions and methods for synthesis of peptide nucleic acid intermediates
    发明人:COULL JAMES M; GILDEA BRIAN D
    权利人:NEUBASE THERAPEUTICS INC
    摘要:The present disclosure provides intermediates for the synthesis of peptide nucleic acid (PNA) backbones and monomers, such as cyclic intermediates, and methods of making the same.

    专利号:US-2006167025-A1
    优先权日:2004-12-22
    标 题:Tricyclic amino alcohols, processes for synthesis of same and use of same as anti-inflammatory drugs
    发明人:BERGER MARKUS; SCHMEES NORBERT; SCHAECKE HEIKE; BAURLE STEFAN; REHWINKEL HARTMUT; MENGEL ANNE; KROLIKIEWICZ KONRAD; GROSSBACH DANJA; VOIGTLAENDER DAVID
    权利人:BERGER MARKUS; SCHMEES NORBERT; SCHAECKE HEIKE; BAURLE STEFAN; REHWINKEL HARTMUT; MENGEL ANNE; KROLIKIEWICZ KONRAD; GROSSBACH DANJA; VOIGTLAENDER DAVID
    摘要:The invention relates to tricyclic amino alcohols of general formula (I) n nmethod for synthesis of same and use of same as anti-inflammatory agents.
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    合成参考文献


    参考文献:10.1021/np010407x
    摘要:Davis RA, Carroll AR, Quinn RJ. Lepadins F−H, New cis-Decahydroquinoline Alkaloids from the Australian Ascidian Aplidium tabascum. J. Nat. Prod. 2002 Feb 21;65(4):454–7. doi: 10.1021/np010407x.
    参考文献:10.1021/jo7027079
    摘要:Niethe A, Fischer D, Blechert S. Total Synthesis of ent-lepadin F and G by a tandem ene-yne-ene ring closing metathesis. J Org Chem. 2008 Apr 18;73(8):3088–93. doi: 10.1021/jo7027079.
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