GB1036084A - Oxygenated cycloalkanes and the preparation thereof - Google Patents

Oxygenated cycloalkanes and the preparation thereof

Info

Publication number
GB1036084A
GB1036084A GB3644/63A GB364463A GB1036084A GB 1036084 A GB1036084 A GB 1036084A GB 3644/63 A GB3644/63 A GB 3644/63A GB 364463 A GB364463 A GB 364463A GB 1036084 A GB1036084 A GB 1036084A
Authority
GB
United Kingdom
Prior art keywords
compounds
preparation
keto
dione
alcohol
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
Application number
GB3644/63A
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.)
Pharmacia and Upjohn Co
Original Assignee
Upjohn Co
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 Upjohn Co filed Critical Upjohn Co
Publication of GB1036084A publication Critical patent/GB1036084A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
    • C07C35/205—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a nine to twelve-membered rings, e.g. cyclododecanols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/413—Saturated compounds containing a keto group being part of a ring of a seven- to twelve-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/487—Saturated compounds containing a keto group being part of a ring containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/487—Saturated compounds containing a keto group being part of a ring containing hydroxy groups
    • C07C49/503—Saturated compounds containing a keto group being part of a ring containing hydroxy groups a keto group being part of a seven- to twelve-membered ring
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
    • C12N1/14—Fungi; Culture media therefor
    • C12N1/145—Fungal isolates
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/24—Preparation of oxygen-containing organic compounds containing a carbonyl group
    • C12P7/26—Ketones
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/645—Fungi ; Processes using fungi

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Mycology (AREA)
  • Medicinal Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Virology (AREA)
  • Botany (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The invention comprises: (A) compounds of Formula I <FORM:1036084/C2/1> <FORM:1036084/C2/2> where n2 is 5-7, n3 is 3-5, the sum of n2 + n3 + 2 being 12, and each X is independently = CO or = CHOH; and cyclo-tri and tetra-decane 1,5-, 1,6- and 1,7-diols and 5-, 6- and 7-hydroxy-cyclo-tri and tetra-decanones; (B) the preparation of compounds II where n is 5-9, n1 is 3-5, the sum of n + n1 + 2 being 11-14, and each X1 is independently =CO or =CHOH, by (a) subjecting an appropriate cycloalkanol to the oxygenating activity of a Eumycete micro-organism, (b) oxidizing a diol or keto-alcohol of Formula II to the dione, (c) reducing a dione or keto-alcohol II to the diol, or (d) reducing a dione II to the keto-alcohol; (C) the preparation of esterified compounds by reaction of diols or ketoalcohols with acylating agents corresponding to hydrocarbon carboxylic acids of 1-12C. Product mixtures may be separated, e.g. by chromatography: hydrolysis of esterified compounds giving, e.g. sodium salts is also described. Pharmaceutical compositions comprise the new compounds with carriers (e.g. in oral and parenteral forms), being useful as CNS sedatives and anaesthetics.
GB3644/63A 1962-02-23 1963-01-29 Oxygenated cycloalkanes and the preparation thereof Expired GB1036084A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US17529862A 1962-02-23 1962-02-23

Publications (1)

Publication Number Publication Date
GB1036084A true GB1036084A (en) 1966-07-13

Family

ID=22639743

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3644/63A Expired GB1036084A (en) 1962-02-23 1963-01-29 Oxygenated cycloalkanes and the preparation thereof

Country Status (3)

Country Link
DE (1) DE1229522B (en)
FR (1) FR1522209A (en)
GB (1) GB1036084A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4346023A (en) * 1979-09-19 1982-08-24 Firmenich Sa Process for the preparation of novel unsaturated macrocyclic ketones
WO2003027052A2 (en) * 2001-09-26 2003-04-03 E. I. Du Pont De Nemours And Company Method for making a substantially pure mixture of cyclododecanediol isomers and uses thereof
US7943800B2 (en) * 2003-03-28 2011-05-17 Sloan-Kettering Institute For Cancer Research Migrastatin analogs and uses thereof
US8188141B2 (en) 2004-09-23 2012-05-29 Sloan-Kettering Institute For Cancer Research Isomigrastatin analogs in the treatment of cancer
US8957056B2 (en) 2004-05-25 2015-02-17 Sloan-Kettering Instiute For Cancer Research Migrastatin analogs in the treatment of cancer

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1092906B (en) * 1958-03-05 1960-11-17 American Cyanamid Co Process for the preparation of 12a-hydroxyl compounds of the tetracycline series
NL262734A (en) * 1960-04-05

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4346023A (en) * 1979-09-19 1982-08-24 Firmenich Sa Process for the preparation of novel unsaturated macrocyclic ketones
WO2003027052A2 (en) * 2001-09-26 2003-04-03 E. I. Du Pont De Nemours And Company Method for making a substantially pure mixture of cyclododecanediol isomers and uses thereof
WO2003027052A3 (en) * 2001-09-26 2003-07-31 Du Pont Method for making a substantially pure mixture of cyclododecanediol isomers and uses thereof
US7943800B2 (en) * 2003-03-28 2011-05-17 Sloan-Kettering Institute For Cancer Research Migrastatin analogs and uses thereof
US8202911B2 (en) 2003-03-28 2012-06-19 Cornell Research Foundation, Inc. Migrastatin analog compositions and uses thereof
US8324284B2 (en) 2003-03-28 2012-12-04 Sloan-Kettering Institute For Cancer Research Migrastatin analogs and uses thereof
US8835693B2 (en) 2003-03-28 2014-09-16 Sloan-Kettering Institute For Cancer Research Migrastatin analogs and uses thereof
US8957056B2 (en) 2004-05-25 2015-02-17 Sloan-Kettering Instiute For Cancer Research Migrastatin analogs in the treatment of cancer
US8188141B2 (en) 2004-09-23 2012-05-29 Sloan-Kettering Institute For Cancer Research Isomigrastatin analogs in the treatment of cancer

Also Published As

Publication number Publication date
FR1522209A (en) 1968-04-26
DE1229522C2 (en) 1967-06-15
DE1229522B (en) 1966-12-01

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