CA2813160C - Diastereoselective preparation of bicyclo[2.2.2]octan-2-one compounds - Google Patents

Diastereoselective preparation of bicyclo[2.2.2]octan-2-one compounds Download PDF

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Publication number
CA2813160C
CA2813160C CA2813160A CA2813160A CA2813160C CA 2813160 C CA2813160 C CA 2813160C CA 2813160 A CA2813160 A CA 2813160A CA 2813160 A CA2813160 A CA 2813160A CA 2813160 C CA2813160 C CA 2813160C
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formula
compound
process according
equ
compounds
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CA2813160A
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English (en)
French (fr)
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CA2813160A1 (en
Inventor
Stefan Abele
Jacques-Alexis Funel
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Idorsia Pharmaceuticals Ltd
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Idorsia Pharmaceuticals Ltd
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    • 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
    • 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
    • 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

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  • 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)
CA2813160A 2010-10-20 2011-10-19 Diastereoselective preparation of bicyclo[2.2.2]octan-2-one compounds Active CA2813160C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
IB2010054743 2010-10-20
IBPCT/IB2010/054743 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 (2)

Publication Number Publication Date
CA2813160A1 CA2813160A1 (en) 2012-04-26
CA2813160C true CA2813160C (en) 2018-01-02

Family

ID=44906287

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2813160A Active CA2813160C (en) 2010-10-20 2011-10-19 Diastereoselective preparation of bicyclo[2.2.2]octan-2-one compounds

Country Status (11)

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

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012052939A2 (en) 2010-10-20 2012-04-26 Actelion Pharmaceuticals Ltd Preparation of bicyclo[2.2.2]octan-2-one compounds
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
WO2008132679A1 (en) 2007-04-27 2008-11-06 Actelion Pharmaceuticals Ltd Bridged six-membered ring compounds
CN102015658B (zh) 2008-04-25 2013-03-20 埃科特莱茵药品有限公司 用作为钙通道阻断剂的苯并咪唑衍生物
EP2344461B1 (en) * 2008-10-22 2016-12-14 Actelion Pharmaceuticals Ltd. Salts of isobutyric acid (1r*,2r*,4r*)-2-(2-{[3-(4,7-dimethoxy-1 h-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl ester
WO2012052939A2 (en) 2010-10-20 2012-04-26 Actelion Pharmaceuticals Ltd Preparation of bicyclo[2.2.2]octan-2-one compounds

Also Published As

Publication number Publication date
DK2630120T3 (en) 2018-10-08
IL225764A0 (en) 2013-06-27
CA2813160A1 (en) 2012-04-26
EP2630120B1 (en) 2018-07-25
WO2012052943A1 (en) 2012-04-26
IL225764A (en) 2016-11-30
KR20130126618A (ko) 2013-11-20
JP5909238B2 (ja) 2016-04-26
CN103153947B (zh) 2015-11-25
CN103153947A (zh) 2013-06-12
EP2630120A1 (en) 2013-08-28
US20130289295A1 (en) 2013-10-31
KR101836552B1 (ko) 2018-03-08
MX2013004425A (es) 2013-07-17
JP2013543841A (ja) 2013-12-09
US8816118B2 (en) 2014-08-26
ES2692656T3 (es) 2018-12-04

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