MX2013004425A - Preparacion diastereoselectiva de los compuestos de biciclo [2.2.2] octan-2-ona. - Google Patents

Preparacion diastereoselectiva de los compuestos de biciclo [2.2.2] octan-2-ona.

Info

Publication number
MX2013004425A
MX2013004425A MX2013004425A MX2013004425A MX2013004425A MX 2013004425 A MX2013004425 A MX 2013004425A MX 2013004425 A MX2013004425 A MX 2013004425A MX 2013004425 A MX2013004425 A MX 2013004425A MX 2013004425 A MX2013004425 A MX 2013004425A
Authority
MX
Mexico
Prior art keywords
compounds
octan
bicyclo
formula
preparation
Prior art date
Application number
MX2013004425A
Other languages
English (en)
Inventor
Stefan Abele
Jacques-Alexis Funel
Original Assignee
Actelion Pharmaceuticals Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Actelion Pharmaceuticals Ltd filed Critical Actelion Pharmaceuticals Ltd
Publication of MX2013004425A publication Critical patent/MX2013004425A/es

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C305/00—Esters of sulfuric acids
    • C07C305/20—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/64—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
    • C07C45/66—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B63/00—Purification; Separation; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/25—Sulfonic acids having sulfo groups bound to carbon atoms of rings other than six-membered aromatic rings of a carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C07C309/66—Methanesulfonates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
    • C07C2602/44—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing eight carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La presente invención se relaciona con un nuevo proceso para la preparación diastereoselectiva de los compuestos de (1R*,4R*,5S*,6S*)-6-hidroxi-5-arilbiciclo[2.2.2]octan-2-ona, los compuestos de fórmula (II), que posteriormente se pueden transformar adicionalmente a los compuestos de 5-aril-biciclo[2.2.2]oct-5-en-2-ona de fórmula (I): Fórmula (I), fórmula (II). La presente invención además se relaciona con los nuevos compuestos de metansulfonato de (1R*,2S*,3S*,4R*)-6-oxo-3-a rilbiciclo[2.2.2]octan-2-ilo como tal, cuyos compuestos son intermediarios útiles en la preparación de los compuestos de 5-aril-biciclo[2.2.2]oct-5-en-2-ona de fórmula (I).
MX2013004425A 2010-10-20 2011-10-19 Preparacion diastereoselectiva de los compuestos de biciclo [2.2.2] octan-2-ona. MX2013004425A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IB2010054743 2010-10-20
PCT/IB2011/054666 WO2012052943A1 (en) 2010-10-20 2011-10-19 Diastereoselective preparation of bicyclo[2.2.2]octan-2-one compounds

Publications (1)

Publication Number Publication Date
MX2013004425A true MX2013004425A (es) 2013-07-17

Family

ID=44906287

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2013004425A MX2013004425A (es) 2010-10-20 2011-10-19 Preparacion diastereoselectiva de los compuestos de biciclo [2.2.2] octan-2-ona.

Country Status (11)

Country Link
US (1) US8816118B2 (es)
EP (1) EP2630120B1 (es)
JP (1) JP5909238B2 (es)
KR (1) KR101836552B1 (es)
CN (1) CN103153947B (es)
CA (1) CA2813160C (es)
DK (1) DK2630120T3 (es)
ES (1) ES2692656T3 (es)
IL (1) IL225764A (es)
MX (1) MX2013004425A (es)
WO (1) WO2012052943A1 (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI551583B (zh) 2010-10-20 2016-10-01 艾克泰聯製藥有限公司 雙環［２.２.２］辛－２－酮化合物之製備
CN103570513A (zh) * 2012-08-07 2014-02-12 中国科学院大连化学物理研究所 一种手性双环[n.3.1]化合物的催化不对称合成方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2152670B1 (en) * 2007-04-27 2013-12-25 Actelion Pharmaceuticals Ltd. Bridged six-membered ring compounds
MX2010011459A (es) 2008-04-25 2010-11-12 Actelion Pharmaceuticals Ltd Derivados de bencimidazol como bloqueadores del canal de calcio.
CN102186828B (zh) * 2008-10-22 2014-07-16 埃科特莱茵药品有限公司 异丁酸(1r*,2r*,4r*)-2-(2-{[3-(4,7-二甲氧基-1h-苯并咪唑-2-基)-丙基]-甲基-胺基}-乙基)-5-苯基-二环[2.2.2]辛-5-烯-2-基酯的盐
TWI551583B (zh) 2010-10-20 2016-10-01 艾克泰聯製藥有限公司 雙環［２.２.２］辛－２－酮化合物之製備

Also Published As

Publication number Publication date
KR20130126618A (ko) 2013-11-20
WO2012052943A1 (en) 2012-04-26
CN103153947B (zh) 2015-11-25
KR101836552B1 (ko) 2018-03-08
JP2013543841A (ja) 2013-12-09
EP2630120A1 (en) 2013-08-28
EP2630120B1 (en) 2018-07-25
IL225764A (en) 2016-11-30
CA2813160C (en) 2018-01-02
DK2630120T3 (en) 2018-10-08
US20130289295A1 (en) 2013-10-31
US8816118B2 (en) 2014-08-26
ES2692656T3 (es) 2018-12-04
JP5909238B2 (ja) 2016-04-26
CN103153947A (zh) 2013-06-12
CA2813160A1 (en) 2012-04-26
IL225764A0 (en) 2013-06-27

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