CN107108472B - 半合成方法 - Google Patents

半合成方法 Download PDF

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Publication number
CN107108472B
CN107108472B CN201580070869.6A CN201580070869A CN107108472B CN 107108472 B CN107108472 B CN 107108472B CN 201580070869 A CN201580070869 A CN 201580070869A CN 107108472 B CN107108472 B CN 107108472B
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China
Prior art keywords
alkyl
alkylene
group
compound
salt
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Expired - Fee Related
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CN201580070869.6A
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English (en)
Chinese (zh)
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CN107108472A (zh
Inventor
张武炎
D·拉弗兰斯
M·P·罗恩
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Tetraphase Pharmaceuticals Inc
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Tetraphase Pharmaceuticals Inc
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Publication of CN107108472A publication Critical patent/CN107108472A/zh
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Expired - Fee Related legal-status Critical Current
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/15—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
    • C07C237/26—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton of a ring being part of a condensed ring system formed by at least four rings, e.g. tetracycline
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
    • C07C245/20—Diazonium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/44—Naphthacenes; Hydrogenated naphthacenes
    • C07C2603/46—1,4,4a,5,5a,6,11,12a- Octahydronaphthacenes, e.g. tetracyclines

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
CN201580070869.6A 2014-10-23 2015-10-23 半合成方法 Expired - Fee Related CN107108472B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201462067697P 2014-10-23 2014-10-23
US62/067,697 2014-10-23
PCT/US2015/057167 WO2016065290A1 (en) 2014-10-23 2015-10-23 Semi-synthesis procedures

Publications (2)

Publication Number Publication Date
CN107108472A CN107108472A (zh) 2017-08-29
CN107108472B true CN107108472B (zh) 2020-03-13

Family

ID=54478255

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201580070869.6A Expired - Fee Related CN107108472B (zh) 2014-10-23 2015-10-23 半合成方法

Country Status (10)

Country Link
US (2) US10087157B2 (OSRAM)
EP (1) EP3209642A1 (OSRAM)
JP (1) JP2017533203A (OSRAM)
CN (1) CN107108472B (OSRAM)
AU (1) AU2015335661A1 (OSRAM)
CA (1) CA2964957A1 (OSRAM)
EA (1) EA201790897A1 (OSRAM)
MA (1) MA40836A (OSRAM)
MX (1) MX369167B (OSRAM)
WO (1) WO2016065290A1 (OSRAM)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108276404A (zh) 2012-08-31 2018-07-13 四相制药公司 四环素化合物
MA40836A (fr) 2014-10-23 2017-08-29 Tetraphase Pharmaceuticals Inc Procédures de semi-synthèse
WO2017097891A1 (en) 2015-12-10 2017-06-15 Sandoz Ag Crystalline eravacycline
CN107759503A (zh) * 2016-08-16 2018-03-06 四川科伦博泰生物医药股份有限公司 一种四环素衍生物及其用途
CN110582486B (zh) * 2016-10-19 2024-01-12 四相制药公司 艾若威四环素的结晶形式
CN111362829B (zh) * 2018-12-26 2021-11-30 浙江昌海制药有限公司 一种米诺环素二对氯苯磺酸盐晶型及其制备方法和应用
CN109734668B (zh) * 2019-03-08 2020-06-23 杭州华樾新材料有限公司 四氟硼酸盐离子液体的合成方法
CN110156624B (zh) * 2019-05-29 2022-03-08 河北冀衡药业股份有限公司 一种米诺环素及其衍生物的合成方法

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3239499A (en) * 1961-05-19 1966-03-08 Pfizer & Co C Tetracycline derivative
WO2010126607A2 (en) * 2009-04-30 2010-11-04 President And Fellows Of Harvard College Synthesis of tetracyclines and intermediates thereto
CN102177134A (zh) * 2008-08-08 2011-09-07 麻州四期制药公司 C7-氟取代的四环素化合物
WO2012047907A1 (en) * 2010-10-04 2012-04-12 President And Fellows Of Harvard College Synthesis of c5-substituted tetracyclines, uses thereof, and intermediates thereto
CN102596898A (zh) * 2009-08-28 2012-07-18 四相制药公司 四环素类化合物
CN103180295A (zh) * 2010-03-31 2013-06-26 四相制药公司 多环四环素化合物

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB935384A (en) * 1959-03-30 1963-08-28 Pfizer & Co C Tetracycline derivatives and preparation thereof
US7214669B2 (en) 2001-10-05 2007-05-08 Tetragenex Pharmaceuticals, Inc. Tetracycline derivatives and methods of use thereof
MA40836A (fr) 2014-10-23 2017-08-29 Tetraphase Pharmaceuticals Inc Procédures de semi-synthèse

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3239499A (en) * 1961-05-19 1966-03-08 Pfizer & Co C Tetracycline derivative
CN102177134A (zh) * 2008-08-08 2011-09-07 麻州四期制药公司 C7-氟取代的四环素化合物
WO2010126607A2 (en) * 2009-04-30 2010-11-04 President And Fellows Of Harvard College Synthesis of tetracyclines and intermediates thereto
CN102596898A (zh) * 2009-08-28 2012-07-18 四相制药公司 四环素类化合物
CN103180295A (zh) * 2010-03-31 2013-06-26 四相制药公司 多环四环素化合物
WO2012047907A1 (en) * 2010-10-04 2012-04-12 President And Fellows Of Harvard College Synthesis of c5-substituted tetracyclines, uses thereof, and intermediates thereto

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
carbon-fluorine bond formation for the synthesis of aryl fluorides;Tobias Ritter等;《synthesis》;20101231(第11期);第1804-1821页 *
Fluorodediazoniation in ionic liquid solvents:new life for the Balz±Schiemann reaction;Kenneth K. Laali等;《Journal of Fluorine Chemistry》;20011231;第107卷;第31-34页 *
Photochemical Schiemann reaction in ionic liquids;Kenneth L. Kirk等;《Journal of Fluorine Chemistry》;20071231;第128卷;第674-678页 *
The 6-Deoxytetracy clines. IV. A Photochemical Displacement of a Diazonium Group;Joseph J. Hlavka等;《The Journal of Organic Chemistry》;19621231;第27卷(第10期);第3674-3675页 *
Versatile and Facile Synthesis of Diverse Semisynthetic Tetracycline Derivatives via Pd-Catalyzed Reactions;Mark L. Nelson等;《J. Org. Chem.》;20031231;第68卷;第5838-5851页 *

Also Published As

Publication number Publication date
AU2015335661A1 (en) 2017-05-04
US10087157B2 (en) 2018-10-02
CN107108472A (zh) 2017-08-29
US20170334872A1 (en) 2017-11-23
JP2017533203A (ja) 2017-11-09
MX2017005223A (es) 2017-06-21
MX369167B (es) 2019-10-30
MA40836A (fr) 2017-08-29
WO2016065290A1 (en) 2016-04-28
EA201790897A1 (ru) 2017-08-31
CA2964957A1 (en) 2016-04-28
US10618879B2 (en) 2020-04-14
US20190210988A1 (en) 2019-07-11
EP3209642A1 (en) 2017-08-30

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