CN104334562A - 用于制备软海绵素b的大环c1-酮类似物的合成方法及其中有用的中间体 - Google Patents

用于制备软海绵素b的大环c1-酮类似物的合成方法及其中有用的中间体 Download PDF

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CN104334562A
CN104334562A CN201380028907.2A CN201380028907A CN104334562A CN 104334562 A CN104334562 A CN 104334562A CN 201380028907 A CN201380028907 A CN 201380028907A CN 104334562 A CN104334562 A CN 104334562A
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alcohol protecting
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protecting group
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Chinese (zh)
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F·E·S·索扎
A·鲁道夫
M·潘
B·戈林
T·K·魏
J·A·贝克思鲁德
R·奥普来西奥
H·兰格瓦拉
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A Fangla Studies Limited-Liability Co
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/22—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains four or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C309/04—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing only one sulfo group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/20—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
CN201380028907.2A 2012-03-30 2013-03-28 用于制备软海绵素b的大环c1-酮类似物的合成方法及其中有用的中间体 Pending CN104334562A (zh)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201261618004P 2012-03-30 2012-03-30
US61/618,004 2012-03-30
US201261647127P 2012-05-15 2012-05-15
US61/647,127 2012-05-15
PCT/CA2013/050254 WO2013142999A1 (en) 2012-03-30 2013-03-28 Synthetic process for preparation of macrocyclic c1-keto analogs of halichondrin b and intermediates useful therein

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CN104334562A true CN104334562A (zh) 2015-02-04

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US (2) US9278979B2 (enExample)
EP (1) EP2831082B1 (enExample)
JP (1) JP6531911B2 (enExample)
CN (1) CN104334562A (enExample)
AU (1) AU2013239290B2 (enExample)
CA (1) CA2868627C (enExample)
IN (1) IN2014MN02106A (enExample)
WO (1) WO2013142999A1 (enExample)

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CN107849057A (zh) * 2015-05-07 2018-03-27 卫材R&D管理有限公司 用于合成软海绵素大环内酯的大环化反应及中间体和其他片段
CN108658956A (zh) * 2017-03-28 2018-10-16 上海时莱生物技术有限公司 艾日布林中间体及其制备方法
WO2018210297A1 (zh) * 2017-05-17 2018-11-22 上海时莱生物技术有限公司 一种艾日布林中间体及其制备方法
CN111868044A (zh) * 2018-01-03 2020-10-30 卫材R&D管理有限公司 可用于合成软海绵素大环内酯及其类似物的普林斯反应和化合物
US11136335B2 (en) 2016-06-30 2021-10-05 Eisai R&D Management Co., Ltd. Prins reaction and intermediates useful in the synthesis of halichondrin macrolides and analogs thereof
WO2024153123A1 (zh) * 2023-01-17 2024-07-25 成都百利多特生物药业有限责任公司 一种艾日布林类药物的偶联物

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EP2522663B1 (en) 2004-06-03 2015-04-01 Eisai R&D Management Co., Ltd. Intermediates for the preparation of halichondrin B
RU2489437C2 (ru) 2007-10-03 2013-08-10 Эйсай Ар Энд Ди Менеджмент Ко., Лтд. Промежуточные соединения и способы синтеза аналогов галихондрина в
JP5800834B2 (ja) 2010-01-26 2015-10-28 エーザイ・アール・アンド・ディー・マネジメント株式会社 ハリコンドリンｂ類似体の合成において有用なフロ［３，２−ｂ］ピラン誘導体
EP2785687B1 (en) 2011-11-30 2019-02-20 Sandoz AG Process for preparation of (3r)-2,4-di-leaving group-3-methylbut-1-ene
CN104024237B (zh) 2011-12-16 2016-02-24 阿方拉研究股份有限公司 用于制备3-((2s,5s)-4-亚甲基-5-(3-氧代丙基)四氢呋喃-2-基)丙醇衍生物的方法及其有用的中间体
US9062020B2 (en) 2011-12-29 2015-06-23 Alphora Research Inc. 2-((2S,3S,4R,5R)-5-((S)-3-amino-2-hydroxyprop-1-yl)-4-methoxy-3-(phenylsulfonylmethyl)tetrahydrofuran-2-yl)acetaldehyde derivatives and process for their preparation
CA2916537C (en) * 2013-07-03 2021-07-27 Alphora Research Inc. Synthetic process for preparation of macrocyclic c1-keto analogs of halichondrin b and intermediates useful therein including intermediates containing -so2-(p-tolyl) groups
CN103483352A (zh) * 2013-10-18 2014-01-01 李友香 抗肿瘤的药用原料药
CN114716453A (zh) * 2013-11-04 2022-07-08 卫材R&D管理有限公司 软海绵素b的类似物合成中有用的大环化反应和中间体
JP6443812B2 (ja) 2013-12-06 2018-12-26 エーザイ・アール・アンド・ディー・マネジメント株式会社 ハリコンドリンｂ類縁体の合成に有用な方法
TW201617326A (zh) * 2014-03-06 2016-05-16 Ａｌｐｈｏｒａ研發股份有限公司 （ｓ）－１－（（２ｒ，３ｒ，４ｓ，５ｓ）－５－烯丙－３－甲氧－４－（對甲苯磺醯甲基）四氫呋喃－２－基）－３－氨基丙－２－醇之結晶衍生物
JP2017520586A (ja) 2014-06-30 2017-07-27 プレジデント アンド フェローズ オブ ハーバード カレッジ ハリコンドリン類似体の合成およびその使用
CN105713031B (zh) * 2014-12-05 2021-05-07 正大天晴药业集团股份有限公司 一种用于制备艾日布林的中间体及其制备方法
WO2016176560A1 (en) 2015-04-30 2016-11-03 President And Fellows Of Harvard College Chromium-mediated coupling and application to the synthesis of halichondrins
MX377663B (es) 2016-02-12 2025-03-11 Eisai R&D Man Co Ltd Intermediarios en la sintesis de eribulina y metodos de sintesis relacionados.
EP3423105B1 (en) 2016-03-02 2021-05-05 Eisai R&D Management Co., Ltd. Eribulin-based antibody-drug conjugates and methods of use
JP2019521969A (ja) * 2016-05-26 2019-08-08 ドクター レディズ ラボラトリーズ リミテッド エリブリン及びその中間体の製造方法
JP6978758B2 (ja) 2016-11-11 2021-12-08 プレジデント アンド フェローズ オブ ハーバード カレッジ パラジウム媒介ケトール化
CN110167536A (zh) 2016-11-23 2019-08-23 雷迪博士实验室有限公司 艾日布林及其中间体的制备方法
HUE060466T2 (hu) 2017-04-05 2023-03-28 Harvard College Makrociklusos vegyület és alkalmazása
US9938288B1 (en) 2017-04-05 2018-04-10 President And Fellows Of Harvard College Macrocyclic compound and uses thereof
WO2018217894A1 (en) * 2017-05-24 2018-11-29 Eisai R&D Management Co., Ltd. Fluorine-labelled halichondrin derivatives and related methods of synthesis
US11498892B2 (en) 2017-07-06 2022-11-15 President And Fellows Of Harvard College Fe/Cu-mediated ketone synthesis
BR112020000141A2 (pt) 2017-07-06 2020-07-14 President And Fellows Of Harvard College síntese de halicondrinas
ES2974243T3 (es) 2017-11-15 2024-06-26 Harvard College Compuestos macrocíclicos y usos de los mismos
IL279168B (en) 2020-12-02 2022-04-01 Finetech Pharmaceutical Ltd A process for the preparation of eribulin
CN114213429B (zh) * 2021-12-22 2023-06-20 苏州正济药业有限公司 一种甲磺酸艾立布林杂质的制备方法

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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107849057A (zh) * 2015-05-07 2018-03-27 卫材R&D管理有限公司 用于合成软海绵素大环内酯的大环化反应及中间体和其他片段
CN107849057B (zh) * 2015-05-07 2020-11-10 卫材R&D管理有限公司 用于合成软海绵素大环内酯的大环化反应及中间体和其他片段
US10913749B2 (en) 2015-05-07 2021-02-09 Eisai R&D Management Co., Ltd. Macrocyclization reactions and intermediates and other fragments useful in the synthesis of halichondrin macrolides
CN117024469A (zh) * 2015-05-07 2023-11-10 卫材R&D管理有限公司 可用于合成软海绵素大环内酯的大环化反应以及中间体和其他片段
US11136335B2 (en) 2016-06-30 2021-10-05 Eisai R&D Management Co., Ltd. Prins reaction and intermediates useful in the synthesis of halichondrin macrolides and analogs thereof
CN108658956A (zh) * 2017-03-28 2018-10-16 上海时莱生物技术有限公司 艾日布林中间体及其制备方法
CN108658956B (zh) * 2017-03-28 2021-02-02 上海时莱生物技术有限公司 艾日布林中间体及其制备方法
WO2018210297A1 (zh) * 2017-05-17 2018-11-22 上海时莱生物技术有限公司 一种艾日布林中间体及其制备方法
US11186570B2 (en) 2017-05-17 2021-11-30 Selection Bioscience Llc Intermediate of eribulin and preparation method therefor
CN111868044A (zh) * 2018-01-03 2020-10-30 卫材R&D管理有限公司 可用于合成软海绵素大环内酯及其类似物的普林斯反应和化合物
WO2024153123A1 (zh) * 2023-01-17 2024-07-25 成都百利多特生物药业有限责任公司 一种艾日布林类药物的偶联物

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Publication number Publication date
WO2013142999A1 (en) 2013-10-03
US9278979B2 (en) 2016-03-08
US20160152631A1 (en) 2016-06-02
EP2831082B1 (en) 2019-02-20
AU2013239290B2 (en) 2017-08-03
CA2868627C (en) 2021-02-16
CA2868627A1 (en) 2013-10-03
JP6531911B2 (ja) 2019-06-19
US9695187B2 (en) 2017-07-04
IN2014MN02106A (enExample) 2015-09-11
US20150065733A1 (en) 2015-03-05
EP2831082A1 (en) 2015-02-04
EP2831082A4 (en) 2016-01-06
AU2013239290A1 (en) 2014-10-30
JP2015512897A (ja) 2015-04-30

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