WO2004108652A3 - Enantioselective process for the preparation of methyl dihydroepijasmonate - Google Patents

Enantioselective process for the preparation of methyl dihydroepijasmonate Download PDF

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Publication number
WO2004108652A3
WO2004108652A3 PCT/EP2004/050975 EP2004050975W WO2004108652A3 WO 2004108652 A3 WO2004108652 A3 WO 2004108652A3 EP 2004050975 W EP2004050975 W EP 2004050975W WO 2004108652 A3 WO2004108652 A3 WO 2004108652A3
Authority
WO
WIPO (PCT)
Prior art keywords
dihydroepijasmonate
methyl
preparation
enantioselective process
enantioselective
Prior art date
Application number
PCT/EP2004/050975
Other languages
French (fr)
Other versions
WO2004108652A2 (en
Inventor
Giovanni Vidari
Giuseppe Zanoni
Alessio Porta
Original Assignee
Univ Pavia
Giovanni Vidari
Giuseppe Zanoni
Alessio Porta
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Univ Pavia, Giovanni Vidari, Giuseppe Zanoni, Alessio Porta filed Critical Univ Pavia
Publication of WO2004108652A2 publication Critical patent/WO2004108652A2/en
Publication of WO2004108652A3 publication Critical patent/WO2004108652A3/en

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Classifications

    • 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
    • C07C67/303—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
    • 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
    • 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

Abstract

An enantioselective process is described for the preparation of methyl dihydroepijasmonate, a compound widely used in cosmetic and perfumes for its fragrant properties.
PCT/EP2004/050975 2003-06-06 2004-06-01 Enantioselective process for the preparation of methyl dihydroepijasmonate WO2004108652A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
ITMI2003A001143 2003-06-06
IT001143A ITMI20031143A1 (en) 2003-06-06 2003-06-06 ENANTIOSELECTIVE PROCESS FOR THE PREPARATION OF

Publications (2)

Publication Number Publication Date
WO2004108652A2 WO2004108652A2 (en) 2004-12-16
WO2004108652A3 true WO2004108652A3 (en) 2005-03-24

Family

ID=30131159

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2004/050975 WO2004108652A2 (en) 2003-06-06 2004-06-01 Enantioselective process for the preparation of methyl dihydroepijasmonate

Country Status (2)

Country Link
IT (1) ITMI20031143A1 (en)
WO (1) WO2004108652A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115477581A (en) * 2022-09-13 2022-12-16 安徽金禾化学材料研究所有限公司 Preparation method of high-cis methyl dihydrojasmonate

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61282343A (en) * 1985-06-08 1986-12-12 T Hasegawa Co Ltd Production of cis-2-alkyl-3-alkoxycarbonylmethylcyclopentanone
US5728866A (en) * 1994-06-23 1998-03-17 Firmenich Sa Process for the preparation of (+)-(1R) -cis-3-oxo-2-pentyl-1-cyclopentaneacetic acid

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61282343A (en) * 1985-06-08 1986-12-12 T Hasegawa Co Ltd Production of cis-2-alkyl-3-alkoxycarbonylmethylcyclopentanone
US5728866A (en) * 1994-06-23 1998-03-17 Firmenich Sa Process for the preparation of (+)-(1R) -cis-3-oxo-2-pentyl-1-cyclopentaneacetic acid

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
CHARLES FEHR AND JOSE GALINDO: "A new variant of the Claisen rearrangement from malonate-derived allylic trimethylsilyl ketene acetals: Efficient, highly enantio- and diastereoselective syntheses of (+)-methyl dihydroepijasmonate and (+)-methyl epijasmonate", ANGEW. CHEM. INT. ED., vol. 39, no. 3, 2000, pages 569 - 573, XP002308904 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; INOUE, HIROKI ET AL: "Enantioselective synthesis of (+)-cis-methyl dihydrojasmonate", XP002308906, retrieved from STN Database accession no. 2002:630250 *
DATABASE WPI Section Ch Week 198704, Derwent World Patents Index; Class D23, AN 1987-025795, XP002308907 *
DOBBS ET AL.: "Industrial synthesis of (+)-cis-methyl dihydrojasmonate by enantioselective catalytic hydrogenation; Identification of the precatalyst", ANGEW. CHEM. INT. ED., vol. 39, no. 11, 2000, pages 1992 - 1995, XP002308905 *
SCIENCE AND ENGINEERING REVIEW OF DOSHISHA UNIVERSITY , 43(2), 114-123 CODEN: DDRKAZ; ISSN: 0036-8172, 2002 *

Also Published As

Publication number Publication date
WO2004108652A2 (en) 2004-12-16
ITMI20031143A1 (en) 2004-12-07
ITMI20031143A0 (en) 2003-06-06

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