AR057830A1 - Reaccion intramolecular de prins y catalizadores apropiados para la misma (citronelal a isopulegol) - Google Patents
Reaccion intramolecular de prins y catalizadores apropiados para la misma (citronelal a isopulegol)Info
- Publication number
- AR057830A1 AR057830A1 ARP060104189A ARP060104189A AR057830A1 AR 057830 A1 AR057830 A1 AR 057830A1 AR P060104189 A ARP060104189 A AR P060104189A AR P060104189 A ARP060104189 A AR P060104189A AR 057830 A1 AR057830 A1 AR 057830A1
- Authority
- AR
- Argentina
- Prior art keywords
- cycloalkylalkyl
- radicals
- formula
- compound
- hydrogen
- Prior art date
Links
- ZYTMANIQRDEHIO-KXUCPTDWSA-N isopulegol Chemical compound C[C@@H]1CC[C@@H](C(C)=C)[C@H](O)C1 ZYTMANIQRDEHIO-KXUCPTDWSA-N 0.000 title 2
- 239000001871 (1R,2R,5S)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol Substances 0.000 title 1
- 239000003054 catalyst Substances 0.000 title 1
- 229940095045 isopulegol Drugs 0.000 title 1
- ZYTMANIQRDEHIO-UHFFFAOYSA-N neo-Isopulegol Natural products CC1CCC(C(C)=C)C(O)C1 ZYTMANIQRDEHIO-UHFFFAOYSA-N 0.000 title 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- -1 cycloalkenylalkyl Chemical group 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000004404 heteroalkyl group Chemical group 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000004446 heteroarylalkyl group Chemical group 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
- B01J31/143—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of aluminium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/56—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by isomerisation
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0836—Compounds with one or more Si-OH or Si-O-metal linkage
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Reivindicacion 1: Un proceso para preparar un compuesto de formula (1) caracterizado porque tiene los siguientes pasos: proporcionar un compuesto de formula (2); efectuar la reaccion intramolecular del compuesto de formula (2), en presencia de un siloxido de aluminio de formula (3), donde en las formulas (2) y (1), el significado de R1, R2, R3 y n es idéntico y; R1, R2, R3 en cada caso, independientemente uno del otro, denotan hidrogeno o metilo, R4 denota hidrogeno o un radical alquilo que tiene entre 1 y 6 átomos de C, n denota 0, 1 o 2 y donde en la formula (3), Ra', Ra'', Ra''', Rb', Rb'', Rb''', Rc', Rc'', Rc''' independientemente uno del otro, denotan hidrogeno o un radial orgánico, preferiblemente un radical opcionalmente sustituido seleccionado del grupo que consiste en alquilo, heteroalquilo, cicloalquilo, cicloalquilalquilo, alquenilo, cicloalquenilo, cicloalquenilalquilo, alquinilo, cicloalquilalquinilo, alcoxilo, cicloalcoxilo, cicloalquilalcoxilo, arilo, heteroarilo, arilalquilo, cicloalquilarilo, cicloalquenilarilo, cicloalquilheteroarilo, heterocicloalquilarilo, heterocicloalquenilarilo, heterocicloalquenilheteroarilo y heteroarilalquilo, con la condicion de que al menos uno de los radicales Ra', Ra'', Ra''', uno de los radicales Rb', Rb'', Rb''' y uno de los radicales Rc', Rc'', Rc''' no es hidrogeno; donde, independiente uno del otro, también dos o tres de los radicales Ra', Ra'', Ra''', dos o tres de los radicales Rb', Rb'', Rb''', y dos o tres de los radicales Rc', Rc'', Rc''' pueden estar unidos covalentemente unos con otros.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72060405P | 2005-09-26 | 2005-09-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR057830A1 true AR057830A1 (es) | 2007-12-19 |
Family
ID=37232885
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP060104189A AR057830A1 (es) | 2005-09-26 | 2006-09-26 | Reaccion intramolecular de prins y catalizadores apropiados para la misma (citronelal a isopulegol) |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US7915457B2 (es) |
| EP (2) | EP1940758B1 (es) |
| JP (2) | JP2009510005A (es) |
| AR (1) | AR057830A1 (es) |
| TW (1) | TW200720238A (es) |
| WO (2) | WO2007039342A1 (es) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3371029A (en) * | 1966-11-30 | 1968-02-27 | Universal Oil Prod Co | Mixed-phase conversion product separation process |
| JP5735277B2 (ja) | 2007-10-03 | 2015-06-17 | 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類似体の合成のための中間体および方法 |
| CN104211566A (zh) | 2007-11-30 | 2014-12-17 | 巴斯夫欧洲公司 | 生产光学活性、外消旋薄荷醇的方法 |
| EP2279992A1 (en) | 2008-05-26 | 2011-02-02 | Takasago International Corporation | Aluminum complex and use thereof |
| EP2376411B1 (en) | 2008-12-17 | 2014-11-12 | Takasago International Corporation | Aluminium complexes and use thereof as a catalyst in intramolecular ring closure reactions |
| JP5648240B2 (ja) | 2010-05-25 | 2015-01-07 | 高砂香料工業株式会社 | 有機アルミニウム化合物 |
| CN102126936B (zh) * | 2010-12-17 | 2013-05-01 | 上海应用技术学院 | 一种3，7－二甲基－6－辛烯醛的提纯工艺 |
| US20150315110A1 (en) | 2012-11-15 | 2015-11-05 | Takasago International Corporation | Aluminum catalyst |
| ES2787603T3 (es) | 2013-11-04 | 2020-10-16 | Eisai R&D Man Co Ltd | Reacciones de macrociclación y productos intermedios útiles en la síntesis de análogos de halicondrina B |
| JP2016098207A (ja) * | 2014-11-25 | 2016-05-30 | 高砂香料工業株式会社 | 光学活性アルコールの製造方法 |
| 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 |
| JP6786610B2 (ja) | 2016-02-12 | 2020-11-18 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | エリブリンの合成における中間体および関連する合成方法 |
| CN114805322B (zh) | 2016-06-30 | 2025-05-30 | 卫材R&D管理有限公司 | 可用于合成软海绵素大环内酯类及其类似物的普林斯反应和中间体 |
| US11542269B2 (en) | 2018-01-03 | 2023-01-03 | Eisai R&D Management Co., Ltd. | Prins reaction and compounds useful in the synthesis of halichondrin macrolides and analogs thereof |
| CN108484355B (zh) * | 2018-04-13 | 2020-12-18 | 浙江新和成股份有限公司 | 一种异胡薄荷醇的制备方法 |
| WO2025011972A1 (en) | 2023-07-07 | 2025-01-16 | Basf Se | Photoisomerization of geranial and neral |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3971747A (en) * | 1975-04-11 | 1976-07-27 | Dow Corning Corporation | Curable compositions |
| DE3642988A1 (de) * | 1986-12-17 | 1988-06-30 | Schering Ag | Herstellung von dialkyl(alkyldimethylsilanolato)aluminium-verbindungen |
| US4925822A (en) * | 1989-03-30 | 1990-05-15 | Shell Oil Company | Disproportionation catalyst and process |
| US6011127A (en) * | 1996-05-20 | 2000-01-04 | Showa Denko K.K. | Process for the production of ethylenic polymers |
| US5731451A (en) * | 1996-07-12 | 1998-03-24 | Akzo Nobel Nv | Modified polyalkylauminoxane composition formed using reagent containing aluminum trialkyl siloxide |
| EP1053974A1 (en) | 1999-05-17 | 2000-11-22 | Quest International B.V. | Reactions using lewis acids |
| JP4676617B2 (ja) * | 2001-01-18 | 2011-04-27 | 高砂香料工業株式会社 | イソプレゴールの製造方法 |
| JP2004174429A (ja) * | 2002-11-28 | 2004-06-24 | Showa Denko Kk | カルボン酸エステル製造用触媒および該触媒を用いたカルボン酸エステルの製造方法 |
| DE102004063003A1 (de) * | 2004-12-22 | 2006-07-13 | Basf Ag | Verfahren zur Herstellung von Isopulegol |
| JP4488219B2 (ja) * | 2005-03-30 | 2010-06-23 | 信越化学工業株式会社 | 環状オリゴシロキサンの製造方法 |
-
2006
- 2006-08-17 WO PCT/EP2006/065387 patent/WO2007039342A1/en not_active Ceased
- 2006-08-17 JP JP2008532695A patent/JP2009510005A/ja active Pending
- 2006-08-17 US US11/992,639 patent/US7915457B2/en active Active
- 2006-08-17 EP EP06792865A patent/EP1940758B1/en active Active
- 2006-09-04 US US12/088,212 patent/US20090036699A1/en not_active Abandoned
- 2006-09-04 JP JP2008532700A patent/JP2009510006A/ja active Pending
- 2006-09-04 EP EP06793166A patent/EP1940759A1/en not_active Withdrawn
- 2006-09-04 WO PCT/EP2006/065947 patent/WO2007039366A1/en not_active Ceased
- 2006-09-15 TW TW095134361A patent/TW200720238A/zh unknown
- 2006-09-26 AR ARP060104189A patent/AR057830A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW200720238A (en) | 2007-06-01 |
| EP1940758B1 (en) | 2012-11-28 |
| US7915457B2 (en) | 2011-03-29 |
| JP2009510005A (ja) | 2009-03-12 |
| WO2007039366A1 (en) | 2007-04-12 |
| EP1940759A1 (en) | 2008-07-09 |
| EP1940758A1 (en) | 2008-07-09 |
| JP2009510006A (ja) | 2009-03-12 |
| US20090093649A1 (en) | 2009-04-09 |
| US20090036699A1 (en) | 2009-02-05 |
| WO2007039342A1 (en) | 2007-04-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AR057830A1 (es) | Reaccion intramolecular de prins y catalizadores apropiados para la misma (citronelal a isopulegol) | |
| CO5580815A2 (es) | Derivados de adamantana, procesos para su preparacion y composiciones farmaceuticas que los contienen | |
| AR079226A1 (es) | Espiroindolinona- pirrolidinas, procesos de preparacion y uso de los mismos para el tratamiento y profilaxis del cancer | |
| CO5680449A2 (es) | Inhibidores macrociclicos de la serina proteasa ns3 del virus de la hepatitis c | |
| ECSP066667A (es) | Derivados de ciclohexano espirociclicos | |
| UY30493A1 (es) | Compuestos derivados 5-cloro-1??h,3h-espiro[ 1-benzofuran-2, 4??- piperidin]-1??-ilo sustituidos de los acidos acético y 2-metil- propanoico, composiciones farmacéuticas, procedimientos de preparacion y aplicaciones | |
| BRPI0407493A (pt) | derivados heterociclil-3-sulfinilazaindol ou -azaindazol como ligantes de 5-hidroxitriptamina-6 | |
| AR074275A1 (es) | Derivados de oxoacetidina, procedimiento para su preparacion y su uso como moduladores de la melanocortina | |
| BR112015029182A2 (pt) | composto para uso em modulação da rota wnt, uso do composto, método, composição farmacêutica, forma anidra, uso de uma base livre anidra | |
| CO6020004A1 (es) | Piridazinonilos macrociclicos como inhibidores de serina proteasa de hepatitis c | |
| CO6300861A2 (es) | Compuestos inhibidores de dipeptidil peptidasa iv metodos de preparacion de los mismos y composiciones farmaceuticas que los contienen como agentes activos | |
| CO6150038A1 (es) | Nuevos derivados de diosmetina su procedimiento de preparacion y las composiciones farmaceuticas que los contienen | |
| CO5590960A2 (es) | Derivados de azaindolilalquilamina como ligandos de 5- hidroxitriptamina-6 | |
| ECSP10010058A (es) | Derivados de quinazolinadiona, su preparación y sus aplicaciones terapéuticas | |
| AR090135A1 (es) | Compuestos de cromano sustituidos como moduladores de receptores sensores de calcio | |
| CR9182A (es) | Derivado de quinolina, su uso, preparacion y medicamento que lo contiene | |
| GB0525673D0 (en) | Organic compounds | |
| CR11273A (es) | Derivados-2-ona disustituidos en 3, su preparacion y su aplicacion en terapeutica | |
| AR040133A1 (es) | Derivados de n-acilamino bencil eter | |
| BR112019000637A2 (pt) | catalisador, composição catalisadora para produzir espuma de poliuretano, composição de poliuretano, produto de espuma de poliuretano e método para preparar uma espuma de poliuretano | |
| BR0212982A (pt) | Processo para preparar um composto, e, composto | |
| BR0004823A (pt) | Compostos policìclicos de azaindol, processo para a preparação dos mesmos e composições farmacêuticas contendo os mesmos | |
| BRPI0517390B8 (pt) | processo para a preparação de derivados de [1,4,5]-oxadiazepam | |
| AR043771A1 (es) | Procedimiento para producir alcoholes y aminas enriquecidos enantiomericamente | |
| AR054813A1 (es) | Derivados de pirroloquinolinas y sus usos como inhibidores de proteinas quinasas |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |