JP2016535033A - 活性化されていない第二級ボロン酸のクロスカップリング - Google Patents
活性化されていない第二級ボロン酸のクロスカップリング Download PDFInfo
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- JP2016535033A JP2016535033A JP2016526839A JP2016526839A JP2016535033A JP 2016535033 A JP2016535033 A JP 2016535033A JP 2016526839 A JP2016526839 A JP 2016526839A JP 2016526839 A JP2016526839 A JP 2016526839A JP 2016535033 A JP2016535033 A JP 2016535033A
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- JP
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- Prior art keywords
- boronic acid
- chiral
- percent
- represented
- formula
- Prior art date
- Legal status (The legal status 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 status listed.)
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- 0 *C(*)*(*(C*=O)(C1)C(CCC2)C2O)(O)OC1=O Chemical compound *C(*)*(*(C*=O)(C1)C(CCC2)C2O)(O)OC1=O 0.000 description 3
- HTXZNZFHYKYBRH-UHFFFAOYSA-N CCC(C)c(cc1)ccc1C(OC)=O Chemical compound CCC(C)c(cc1)ccc1C(OC)=O HTXZNZFHYKYBRH-UHFFFAOYSA-N 0.000 description 1
- RIIYGQLUKVISMU-UHFFFAOYSA-N COC(c1ccc(C2CCC2)cc1)=O Chemical compound COC(c1ccc(C2CCC2)cc1)=O RIIYGQLUKVISMU-UHFFFAOYSA-N 0.000 description 1
- JIMSXLUBRRQALI-RYUDHWBXSA-N N[C@@H](CCC1)[C@H]1OCc1ccccc1 Chemical compound N[C@@H](CCC1)[C@H]1OCc1ccccc1 JIMSXLUBRRQALI-RYUDHWBXSA-N 0.000 description 1
- ZTXSWYPKHJYEEW-KZUDCZAMSA-N OC(CN(CC(O)=O)C(CCC1)[C@H]1OCc1ccccc1)=O Chemical compound OC(CN(CC(O)=O)C(CCC1)[C@H]1OCc1ccccc1)=O ZTXSWYPKHJYEEW-KZUDCZAMSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B37/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
- C07B37/04—Substitution
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/32—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
- C07C1/321—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a non-metal atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- 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
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
- C07C2523/48—Silver or gold
- C07C2523/50—Silver
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/24—Phosphines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361899296P | 2013-11-03 | 2013-11-03 | |
| US61/899,296 | 2013-11-03 | ||
| PCT/US2014/063692 WO2015066612A2 (en) | 2013-11-03 | 2014-11-03 | Cross-coupling of unactivated secondary boronic acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2016535033A true JP2016535033A (ja) | 2016-11-10 |
| JP2016535033A5 JP2016535033A5 (enExample) | 2018-02-08 |
Family
ID=51952004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016526839A Pending JP2016535033A (ja) | 2013-11-03 | 2014-11-03 | 活性化されていない第二級ボロン酸のクロスカップリング |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US10072028B2 (enExample) |
| EP (1) | EP3063154B1 (enExample) |
| JP (1) | JP2016535033A (enExample) |
| WO (1) | WO2015066612A2 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021199310A1 (ja) * | 2020-03-31 | 2021-10-07 | エヌ・イーケムキャット株式会社 | 芳香族化合物の製造方法 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6866583B2 (ja) * | 2016-07-05 | 2021-04-28 | Dic株式会社 | 液晶化合物 |
| US10370393B2 (en) | 2017-04-21 | 2019-08-06 | The Board Of Trustees Of The University Of Illinois | Stereoretentive cross-coupling of boronic acids |
| WO2022031998A2 (en) * | 2020-08-05 | 2022-02-10 | Skyhawk Therapeutics, Inc. | Process for the preparation of intermediates useful in the preparation of compounds that modulate splicing |
| WO2022032007A2 (en) * | 2020-08-05 | 2022-02-10 | Skyhawk Therapeutics, Inc. | Process for the preparation of intermediates useful in the preparation of compounds that modulate splicing |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009299049A (ja) * | 2008-05-16 | 2009-12-24 | Semiconductor Energy Lab Co Ltd | 組成物、薄膜の作製方法、及び発光素子の作製方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2551916T3 (es) | 2007-07-23 | 2015-11-24 | The Board Of Trustees Of The University Of Illinois | Sistema para controlar la reactividad de los ácidos borónicos |
| US8338601B2 (en) | 2008-09-26 | 2012-12-25 | Board Of Trustees Of The University Of Illinois | Slow release of organoboronic acids in cross-coupling reactions |
| WO2011103435A2 (en) | 2010-02-18 | 2011-08-25 | The Board Of Trustees Of The University Of Illinois | Methods for forming protected organoboronic acids |
| US9238597B2 (en) | 2010-07-23 | 2016-01-19 | The Board Of Trustees Of The University Of Illinois | Apparatus and methods for the automated synthesis of small molecules |
| WO2012149182A2 (en) | 2011-04-27 | 2012-11-01 | The Board Of Trustees Of The University Of Illinois | Automated synthesis of small molecules using chiral, non-racemic boronates |
| EP2647628A1 (en) * | 2012-04-02 | 2013-10-09 | Almirall, S.A. | Substituted tricyclic compounds with activity towards ep1 receptors |
-
2014
- 2014-11-03 WO PCT/US2014/063692 patent/WO2015066612A2/en not_active Ceased
- 2014-11-03 EP EP14802743.6A patent/EP3063154B1/en active Active
- 2014-11-03 JP JP2016526839A patent/JP2016535033A/ja active Pending
- 2014-11-03 US US15/034,102 patent/US10072028B2/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009299049A (ja) * | 2008-05-16 | 2009-12-24 | Semiconductor Energy Lab Co Ltd | 組成物、薄膜の作製方法、及び発光素子の作製方法 |
Non-Patent Citations (4)
| Title |
|---|
| BROWN, HERBERT C. ET AL.: "Chiral synthesis via organoboranes XVI. Boroxazolidones derived from α-amino acids and borinic or b", JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol. 341, JPN6018030516, 1988, CH, pages 73 - 81, ISSN: 0003987937 * |
| BURKE, MARTIN D. ET AL.: "A General Solution for Unstable Boronic Acids: Slow-Release Cross-Coupling from Air-Stable MIDA Boro", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 131(20), JPN6018030518, 2009, US, pages 6961 - 6963, ISSN: 0003987935 * |
| BURKE, MARTIN D. ET AL.: "Pinene-derived Iminodiacetic Acid (PIDA): A Powerful Ligand for Stereoselective Synthesis and Iterat", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 133(35), JPN6018030511, 2011, US, pages 13774 - 13777, ISSN: 0003987936 * |
| IMAO ET AL.: "Cross Coupling Reactions of Chiral Secondary Organoboronic Esters With Retention of Configuration", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 131, JPN6018030513, 2009, pages 5024 - 5025, ISSN: 0003853803 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021199310A1 (ja) * | 2020-03-31 | 2021-10-07 | エヌ・イーケムキャット株式会社 | 芳香族化合物の製造方法 |
| JPWO2021199310A1 (enExample) * | 2020-03-31 | 2021-10-07 | ||
| JP7553547B2 (ja) | 2020-03-31 | 2024-09-18 | エヌ・イーケムキャット株式会社 | 芳香族化合物の製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2015066612A2 (en) | 2015-05-07 |
| US20160280721A1 (en) | 2016-09-29 |
| US10072028B2 (en) | 2018-09-11 |
| EP3063154A2 (en) | 2016-09-07 |
| WO2015066612A3 (en) | 2015-10-29 |
| EP3063154B1 (en) | 2023-08-30 |
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