WO2008136199A1 - Procédé de fabrication de withanolide - Google Patents

Procédé de fabrication de withanolide Download PDF

Info

Publication number
WO2008136199A1
WO2008136199A1 PCT/JP2008/051481 JP2008051481W WO2008136199A1 WO 2008136199 A1 WO2008136199 A1 WO 2008136199A1 JP 2008051481 W JP2008051481 W JP 2008051481W WO 2008136199 A1 WO2008136199 A1 WO 2008136199A1
Authority
WO
WIPO (PCT)
Prior art keywords
means hydrogen
producing
hydroxy
withanolide
methyl
Prior art date
Application number
PCT/JP2008/051481
Other languages
English (en)
Japanese (ja)
Inventor
Hideo Nemoto
Yuji Matsuya
Masashi Yamada
Hiroto Suzuki
Original Assignee
Meiji Dairies Corporation
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 Meiji Dairies Corporation filed Critical Meiji Dairies Corporation
Publication of WO2008136199A1 publication Critical patent/WO2008136199A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

L'invention porte sur un procédé de fabrication d'un composé représenté par la formule suivante (2): (2) (dans laquelle R1 signifie hydrogène, méthyle ou CH2OH; R2 signifie hydrogène ou méthyle; R3 signifie hydrogène ou hydroxy; R4 signifie hydrogène ou hydroxy; et R5 signifie hydroxy, une chaîne de sucre ou un groupe protecteur) ou un sel du composé. Le procédé comprend l'opération consistant à soumettre un composé représenté par la formule suivante (1): (1) (dans laquelle R1 à R5 ont les mêmes significations que les R1 à R5 dans la formule (2)) à une réaction de métathèse cyclisante en présence d'un catalyseur.
PCT/JP2008/051481 2007-04-26 2008-01-31 Procédé de fabrication de withanolide WO2008136199A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-117732 2007-04-26
JP2007117732A JP2010159211A (ja) 2007-04-26 2007-04-26 ウィタノライド類の製造方法

Publications (1)

Publication Number Publication Date
WO2008136199A1 true WO2008136199A1 (fr) 2008-11-13

Family

ID=39943319

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/051481 WO2008136199A1 (fr) 2007-04-26 2008-01-31 Procédé de fabrication de withanolide

Country Status (2)

Country Link
JP (1) JP2010159211A (fr)
WO (1) WO2008136199A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010041681A1 (fr) * 2008-10-09 2010-04-15 リードケミカル株式会社 Nouveau dérivé de sominone
CN102180928A (zh) * 2011-03-15 2011-09-14 中山大学 3β,5α,6β-三羟基甾体化合物及其合成方法和应用
CN114409726A (zh) * 2022-01-24 2022-04-29 东华大学 桦木醇环烯烃衍生物及其用途和制备方法

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111001372A (zh) * 2019-11-21 2020-04-14 安徽科宝生物工程有限公司 一种熊去氧胆酸酯化用反应装置及其使用方法

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
GAMOH K. ET AL.: "Stereocontrolled synthesis of withanolide D and related compounds", J. CHEM. SOC. PERKIN TRANS. I, 1984, pages 449 - 454 *
GHOSH A. ET AL.: "Enzymatic Acylation and Ring-Closing Olefin Metathesis: A Convenient Strategy for the Lactone Moiety of Compactin and Mevinolin", J. ORG. CHEM., vol. 65, no. 15, 2000, pages 4779 - 4781 *
PEREZ-MEDRANO A. ET AL.: "Synthesis of the highly oxygenated ergostane type steroid (+)-withanolide E", J. AM. CHEM. SOC., vol. 113, 1991, pages 1057 - 1059 *
RAMACHANDRAN P.V. ET AL.: "Stereoselective Syntheses of (+)-Goniodiol), (-)-8-Epigoniodiol, and (+)-9-Deoxygoniopypyrone via Alkoxyallylboration and Ring-Closing Metathesis", J. ORG. CHEM., vol. 67, no. 24, 2002, pages 7547 - 7550 *
WILDEMANN H. ET AL.: "A Short Olefin Metathesis-Based Route to Enantiomerically Pure Arylated Dihydropyrans and, -Unsaturated-Valero Lactones", J. ORG. CHEM., vol. 68, no. 3, 2003, pages 799 - 804, XP002433691 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010041681A1 (fr) * 2008-10-09 2010-04-15 リードケミカル株式会社 Nouveau dérivé de sominone
CN102180928A (zh) * 2011-03-15 2011-09-14 中山大学 3β,5α,6β-三羟基甾体化合物及其合成方法和应用
CN102180928B (zh) * 2011-03-15 2013-01-16 广州市赛普特医药科技有限公司 3β,5α,6β-三羟基甾体化合物及其合成方法和应用
CN114409726A (zh) * 2022-01-24 2022-04-29 东华大学 桦木醇环烯烃衍生物及其用途和制备方法

Also Published As

Publication number Publication date
JP2010159211A (ja) 2010-07-22

Similar Documents

Publication Publication Date Title
WO2006120208A8 (fr) Procedes de preparation de derives de benzylbenzene a substitution glucopyranosyl et intermediaires obtenus selon ces procedes
NZ598366A (en) Processes for preparing of glucopyranosyl-substituted benzyl-benzene derivatives
WO2007035629A3 (fr) Inhibiteurs de dipeptidylpeptidase
MY172034A (en) Intermediate for producing bicyclic ?-amino acid derivative
WO2007103105A3 (fr) Procédés de préparation de produits à base de morphinan-6-one avec de faibles niveaux de composés de cétones alpha, bêta-insaturées
WO2007031858A3 (fr) Procede ameliore de preparation d'un antibiotique beta-lactame
UA93424C2 (en) Preparation of azoxystrobin
MX2009003257A (es) Procedimiento para la sintesis de derivados de fenoxi diaminopirimidina.
WO2008083950A3 (fr) Dérivés spirocycliques de l'acide tétronique
WO2009051387A3 (fr) Procédé de préparation d'un composé contenant un élément du groupe 6a au moyen d'un agent réducteur
UA94449C2 (ru) Способ получения оптически активного соединения оксида хромена
WO2007109810A3 (fr) Procedes de preparation de composes contenant de l'imidazole
TW200738621A (en) Chemical process
WO2009066735A1 (fr) Procédé de production de 2-azaadamantane
EP1787991A4 (fr) DERIVES DE PYRROLO[2,3-c]PYRIDINE, PROCEDE POUR LEUR PREPARATION ET LEUR UTILISATION
MY155721A (en) A process for the preparation of (3ar, 4s, 6r, 6as)-6-amino-2, 2-dimethyltetrahydro-3ah-cyclopenta[d] [1,3] dioxol-4-ol dibenzoyl-l-tartrate and to products of said process
WO2008136199A1 (fr) Procédé de fabrication de withanolide
TW200738650A (en) Process for synthesis of aryloxy diaminopyrimidines
WO2009121710A3 (fr) Procédé de préparation du nebivolol
WO2008077035A3 (fr) Procédés de préparation de lévétiracétam
WO2008093392A1 (fr) Procédé de fabrication de la 2,3'-bipyridyl-6'-one
WO2006122020A3 (fr) Procede de production de 4-biphenylyazetidin-2-ones
IN2006CH00378A (en) Asymmetric urea compound and process for producing asymmetric compound by asymmetric conjugate addition reaction with the same as catalyst
NZ589867A (en) Process for the synthesis of n-demethylated morphinane compounds
WO2008015133A3 (fr) Procédé de fabrication d'amidrazones

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 08704232

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

NENP Non-entry into the national phase

Ref country code: JP

122 Ep: pct application non-entry in european phase

Ref document number: 08704232

Country of ref document: EP

Kind code of ref document: A1