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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (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 (15)
| 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 |
| CN104311571B (zh) | 2007-10-03 | 2019-07-02 | 卫材R&D管理有限公司 | 用于合成软海绵素b类似物的中间体和方法 |
| EP2225192B1 (de) | 2007-11-30 | 2017-05-03 | Basf Se | Verfahren zur herstellung von optisch aktivem und racemischem menthol |
| WO2009144906A1 (ja) | 2008-05-26 | 2009-12-03 | 高砂香料工業株式会社 | アルミニウム錯体とその使用 |
| JP5564506B2 (ja) | 2008-12-17 | 2014-07-30 | 高砂香料工業株式会社 | アルミニウム錯体と分子内閉環反応における触媒としてのその使用 |
| 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 |
| EP2921229A1 (en) | 2012-11-15 | 2015-09-23 | Takasago International Corporation | Aluminum catalyst |
| WO2015066729A1 (en) | 2013-11-04 | 2015-05-07 | Eisai R&D Management Co., Ltd. | Macrocyclization reactions and intermediates useful in the synthesis of analogs of halichondrin 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 |
| RU2739034C2 (ru) | 2015-05-07 | 2020-12-21 | Эйсай Ар Энд Ди Менеджмент Ко., Лтд. | Реакции макроциклизации и промежуточное соединение и другие фрагменты, полезные в синтезе макролидов галихондринов |
| US10676481B2 (en) | 2016-02-12 | 2020-06-09 | Eisai R&D Management Co., Ltd. | Intermediates in the synthesis of eribulin and related methods of synthesis |
| WO2018006031A1 (en) | 2016-06-30 | 2018-01-04 | Eisai R&D Management Co., Ltd. | Prins reaction and intermediates useful in the synthesis of halichondrin macrolides and analogs thereof |
| WO2019136145A1 (en) * | 2018-01-03 | 2019-07-11 | 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 |
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 active Application Filing
- 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 EP EP06793166A patent/EP1940759A1/en not_active Withdrawn
- 2006-09-04 JP JP2008532700A patent/JP2009510006A/ja active Pending
- 2006-09-04 WO PCT/EP2006/065947 patent/WO2007039366A1/en active Application Filing
- 2006-09-04 US US12/088,212 patent/US20090036699A1/en not_active Abandoned
- 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 |
|---|---|
| EP1940759A1 (en) | 2008-07-09 |
| US7915457B2 (en) | 2011-03-29 |
| EP1940758A1 (en) | 2008-07-09 |
| JP2009510006A (ja) | 2009-03-12 |
| JP2009510005A (ja) | 2009-03-12 |
| WO2007039342A1 (en) | 2007-04-12 |
| US20090036699A1 (en) | 2009-02-05 |
| WO2007039366A1 (en) | 2007-04-12 |
| TW200720238A (en) | 2007-06-01 |
| EP1940758B1 (en) | 2012-11-28 |
| US20090093649A1 (en) | 2009-04-09 |
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Legal Events
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| FB | Suspension of granting procedure |