JP5550637B2 - β−サンタロールおよびその誘導体を製造するための方法 - Google Patents

β−サンタロールおよびその誘導体を製造するための方法 Download PDF

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JP5550637B2
JP5550637B2 JP2011510079A JP2011510079A JP5550637B2 JP 5550637 B2 JP5550637 B2 JP 5550637B2 JP 2011510079 A JP2011510079 A JP 2011510079A JP 2011510079 A JP2011510079 A JP 2011510079A JP 5550637 B2 JP5550637 B2 JP 5550637B2
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JP2011520950A5 (enExample
JP2011520950A (ja
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フェーア シャルル
ヴュアニュ マガリ
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Firmenich SA
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/05Alcohols containing rings other than six-membered aromatic rings
    • C07C33/14Alcohols containing rings other than six-membered aromatic rings containing six-membered rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C07C29/38Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/30Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/512Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being a free hydroxyl group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation 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
    • C07C45/62Preparation 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 hydrogenation of carbon-to-carbon double or triple bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation 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
    • C07C45/67Preparation 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
    • C07C45/68Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation 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
    • C07C45/67Preparation 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
    • C07C45/68Preparation 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
    • C07C45/72Preparation 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
    • C07C45/74Preparation 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 combined with dehydration
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation 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
    • C07C45/67Preparation 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
    • C07C45/68Preparation 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
    • C07C45/72Preparation 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
    • C07C45/75Reactions with formaldehyde
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/28Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/283Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333Preparation 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
    • C07C67/343Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00Systems containing two condensed rings
    • C07C2602/36Systems containing two condensed rings the rings having more than two atoms in common
    • C07C2602/42Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms

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  • 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)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Catalysts (AREA)
JP2011510079A 2008-05-20 2009-05-18 β−サンタロールおよびその誘導体を製造するための方法 Active JP5550637B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP08104028 2008-05-20
EP08104028.9 2008-05-20
PCT/IB2009/052048 WO2009141781A1 (en) 2008-05-20 2009-05-18 Process for the preparation of beta-santalol and derivatives thereof

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JP2014020303A Division JP5717893B2 (ja) 2008-05-20 2014-02-05 β−サンタロールおよびその誘導体を製造するための方法

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JP2011520950A JP2011520950A (ja) 2011-07-21
JP2011520950A5 JP2011520950A5 (enExample) 2013-04-11
JP5550637B2 true JP5550637B2 (ja) 2014-07-16

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JP2011510079A Active JP5550637B2 (ja) 2008-05-20 2009-05-18 β−サンタロールおよびその誘導体を製造するための方法
JP2014020303A Active JP5717893B2 (ja) 2008-05-20 2014-02-05 β−サンタロールおよびその誘導体を製造するための方法

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US (2) US7902393B2 (enExample)
EP (2) EP2386537B1 (enExample)
JP (2) JP5550637B2 (enExample)
CN (1) CN102036941B (enExample)
AT (1) ATE527228T1 (enExample)
ES (2) ES2372911T3 (enExample)
IL (2) IL209363A (enExample)
WO (1) WO2009141781A1 (enExample)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103384655B (zh) * 2011-02-16 2015-04-15 弗门尼舍有限公司 用于制备β-檀香醇的中间体
EP2726447B1 (en) * 2011-06-30 2015-08-12 Firmenich SA Process for the preparation of beta-santalol
US9156770B2 (en) * 2011-06-30 2015-10-13 Firmenich Sa Process for the preparation of beta-santalol
CN105705478B (zh) * 2013-11-11 2018-10-12 弗门尼舍有限公司 具有木质气味的化合物
US9958504B2 (en) 2014-06-20 2018-05-01 Duracell U.S. Operations, Inc. Primary alkaline battery with integrated in-cell resistances
ES2709926T3 (es) * 2014-12-02 2019-04-22 Firmenich & Cie Intermedios y procedimiento para la preparación de bloques de construcción de aceite de sándalo
CN117843453A (zh) * 2022-09-30 2024-04-09 中国科学院大连化学物理研究所 一种2-亚龙脑烯基丁醇的制备方法

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3662008A (en) * 1969-05-21 1972-05-09 Procter & Gamble Process for preparing beta-santalol from 3-methylnorcamphor
US4223167A (en) * 1978-02-14 1980-09-16 Fritzsche Dodge & Olcott Inc. Processes for preparing β-santalol, β-santalene dihydro-β-santalol and related compounds
DE2843838A1 (de) 1978-10-07 1980-04-24 Basf Ag Bicyclische verbindungen, verfahren zu deren herstellung und deren verwendung
JPS5738730A (en) * 1980-08-14 1982-03-03 Kuraray Co Ltd Cis-pentene derivative and its preparation
JPS5742659A (en) * 1980-08-28 1982-03-10 Kuraray Co Ltd Bicyclo 2 2 1 heptane derivative and its preparation
US4510319A (en) * 1982-07-01 1985-04-09 Fritzsche Dodge & Olcott Inc. Functionalization of terminal trisubstituted alkenes and derivatives thereof
FR2621912B1 (fr) * 1987-10-16 1990-03-02 Oreal Nouveaux derives du norbornane, leur procede de preparation et compositions cosmetique et medicamenteuse les contenant
JP2929943B2 (ja) * 1994-09-07 1999-08-03 ダイソー株式会社 カルシトリオール中間体及びその製法
AU2002320231A1 (en) 2001-06-29 2003-03-03 California Institute Of Technology Enantioselective transformation of alpha, beta-unsaturated aldehydes using chiral organic catalysts
DE10348062A1 (de) * 2003-10-16 2005-05-19 Symrise Gmbh & Co. Kg Kurzkettige Enolester als Riechstoff-Prekursoren
US7112700B1 (en) * 2005-04-14 2006-09-26 Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College Efficient and economic asymmetric synthesis of nootkatone, tetrahydronootkatone, their precursors and derivatives
CN101641310B (zh) * 2007-04-03 2013-07-24 弗门尼舍有限公司 使用钌络合物进行的二烯的1,4-氢化

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Publication number Publication date
US20110118497A1 (en) 2011-05-19
IL226276A0 (en) 2013-06-27
EP2386537A3 (en) 2012-01-11
JP5717893B2 (ja) 2015-05-13
EP2386537B1 (en) 2013-01-16
CN102036941B (zh) 2013-07-31
JP2014098019A (ja) 2014-05-29
ES2372911T3 (es) 2012-01-27
IL209363A0 (en) 2011-01-31
US20110028750A1 (en) 2011-02-03
ES2401986T3 (es) 2013-04-26
JP2011520950A (ja) 2011-07-21
US7902393B2 (en) 2011-03-08
CN102036941A (zh) 2011-04-27
EP2386537A2 (en) 2011-11-16
EP2282985B1 (en) 2011-10-05
IL209363A (en) 2014-04-30
WO2009141781A1 (en) 2009-11-26
US8119826B2 (en) 2012-02-21
ATE527228T1 (de) 2011-10-15
EP2282985A1 (en) 2011-02-16

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