CA1268188C - Produits intermediaires pour la synthese d'isomeres optiquement actifs du d-o-tocopherol - Google Patents

Produits intermediaires pour la synthese d'isomeres optiquement actifs du d-o-tocopherol

Info

Publication number
CA1268188C
CA1268188C CA 396522 CA396522A CA1268188C CA 1268188 C CA1268188 C CA 1268188C CA 396522 CA396522 CA 396522 CA 396522 A CA396522 A CA 396522A CA 1268188 C CA1268188 C CA 1268188C
Authority
CA
Canada
Prior art keywords
formula
compound
tocopherol
protecting group
alpha
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Lifetime
Application number
CA 396522
Other languages
English (en)
Other versions
CA1189522A (fr
Inventor
Youji Yamagishi
Kimio Hamamura
Kozo Akasaka
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eisai Co Ltd
Original Assignee
Eisai Co Ltd
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 Eisai Co Ltd filed Critical Eisai Co Ltd
Priority to CA000480669A priority Critical patent/CA1239647A/fr
Priority to CA000480668A priority patent/CA1268188A/fr
Application granted granted Critical
Publication of CA1189522A publication Critical patent/CA1189522A/fr
Publication of CA1268188C publication Critical patent/CA1268188C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/19—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic hydroperoxides
    • 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
    • C07C29/132—Preparation 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/48—Preparation of compounds having groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/30—Preparation 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
    • C07C45/305—Preparation 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 with halogenochromate reagents, e.g. pyridinium chlorochromate
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
    • C07C46/06—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/28—Quinones containing groups having oxygen atoms singly bound to carbon atoms with monocyclic quinoid structure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/14—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by free hydroxyl radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C07D311/70—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
    • C07D311/72—3,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols
    • 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
    • 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)
  • Pyrane Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)
CA 396522 1981-02-19 1982-02-18 Produits intermediaires pour la synthese d'isomeres optiquement actifs du d-o-tocopherol Expired - Lifetime CA1268188C (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CA000480669A CA1239647A (fr) 1981-02-19 1985-05-02 INTERMEDIAIRE POUR LA SYNTHESE DE D-.alpha.-TOCOPHEROL
CA000480668A CA1268188A (fr) 1981-02-19 1985-05-02 Produits intermediaires pour la synthese d'isomeres optiquement actifs du d-o-tocopherol

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP56022212A JPS57136582A (en) 1981-02-19 1981-02-19 Preparation of optically active alpha-tocopherol
JP22212/81 1981-02-19

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CA000480668A Division CA1268188A (fr) 1981-02-19 1985-05-02 Produits intermediaires pour la synthese d'isomeres optiquement actifs du d-o-tocopherol

Publications (2)

Publication Number Publication Date
CA1189522A CA1189522A (fr) 1985-06-25
CA1268188C true CA1268188C (fr) 1990-04-24

Family

ID=12076489

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 396522 Expired - Lifetime CA1268188C (fr) 1981-02-19 1982-02-18 Produits intermediaires pour la synthese d'isomeres optiquement actifs du d-o-tocopherol

Country Status (5)

Country Link
US (1) US4433159A (fr)
EP (1) EP0058945B1 (fr)
JP (1) JPS57136582A (fr)
CA (1) CA1268188C (fr)
DE (1) DE3272502D1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3367100D1 (en) * 1982-07-29 1986-11-27 Basf Wyandotte Corp Alpha tocopherol process
DK449983A (da) * 1982-10-27 1984-04-28 Hoffmann La Roche Fremgangsmaade til fremstilling af optiske aktive forbindelser
DK170773B1 (da) * 1983-06-21 1996-01-15 Hoffmann La Roche Fremgangsmåde til fremstilling af d-alfa-tocopherol
DK559887A (da) * 1986-11-28 1988-05-29 Hoffmann La Roche Fremgangsmaade til fremstilling af carbinolderivater
DK422788A (da) * 1987-08-25 1989-02-26 Hoffmann La Roche Fremgangsmaade til fremstilling af chromanderivater
US5262552A (en) * 1990-02-20 1993-11-16 Asahi Denka Kogyo K.K. Optically active compounds and intermediates thereof, and process for manufacturing same
EP0531639B1 (fr) * 1991-07-18 1999-09-01 F. Hoffmann-La Roche Ag Tocophérol cyclase

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2856414A (en) * 1958-10-14 Oxidation of alpha-tocopherol
US2311887A (en) * 1941-02-07 1943-02-23 Merck & Co Inc Process for the production of tocopheryllike compounds
US3080384A (en) * 1958-12-31 1963-03-05 Hoffmann La Roche Substituted benzoquinones and preparation thereof
BE680852A (fr) * 1965-05-25 1966-11-14
CH475977A (de) * 1965-10-12 1969-07-31 Hoffmann La Roche Verfahren zur Herstellung eines Chromanderivates
US3879448A (en) * 1970-02-07 1975-04-22 Takeda Chemical Industries Ltd 4-hexenoic compounds
ZA739471B (en) * 1972-12-22 1974-08-28 Hoffmann La Roche Chromane derivatives
FR2216277B1 (fr) * 1973-02-02 1976-05-14 Rhone Poulenc Ind
JPS604164B2 (ja) * 1975-09-29 1985-02-01 エーザイ株式会社 補酵素ｑ類化合物の合成法
GB1584421A (en) * 1976-05-10 1981-02-11 Hoffmann La Roche Process for the manufacture of tertiary optically active aliphatic compounds
US4310465A (en) * 1977-05-17 1982-01-12 Hoffmann-La Roche Inc. Synthesis of vitamin E and quinone intermediates
US4127608A (en) * 1977-05-17 1978-11-28 Hoffmann-La Roche Inc. Synthesis of Vitamin E

Also Published As

Publication number Publication date
JPS57136582A (en) 1982-08-23
DE3272502D1 (en) 1986-09-18
EP0058945A2 (fr) 1982-09-01
JPH0118910B2 (fr) 1989-04-07
EP0058945A3 (en) 1982-11-10
EP0058945B1 (fr) 1986-08-13
US4433159A (en) 1984-02-21
CA1189522A (fr) 1985-06-25

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