GB790956A - Improvements in or relating to a method of producing tachysterols and derivatives thereof - Google Patents

Improvements in or relating to a method of producing tachysterols and derivatives thereof

Info

Publication number
GB790956A
GB790956A GB2168/56A GB216856A GB790956A GB 790956 A GB790956 A GB 790956A GB 2168/56 A GB2168/56 A GB 2168/56A GB 216856 A GB216856 A GB 216856A GB 790956 A GB790956 A GB 790956A
Authority
GB
United Kingdom
Prior art keywords
ester
precalciferol
tachysterol
dihydrotachysterol
sterol
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
GB2168/56A
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.)
Koninklijke Philips NV
Original Assignee
Philips Gloeilampenfabrieken NV
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 Philips Gloeilampenfabrieken NV filed Critical Philips Gloeilampenfabrieken NV
Publication of GB790956A publication Critical patent/GB790956A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C401/00—Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/14—All rings being cycloaliphatic
    • C07C2602/24—All rings being cycloaliphatic the ring system containing nine carbon atoms, e.g. perhydroindane

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Steroid Compounds (AREA)

Abstract

Tachysterols and esters thereof are obtained by treating a neutral or weakly alkaline solution of precalciferol or an ester thereof with a catalyst known to be capable of converting cisisomers into trans-isomers. Iodine or eosine may be used as catalyst, the conversion being effected under the action of light. As starting compounds there may be used precalciferol-2 or precalciferol-3 or esters thereof. These may be in the form of the product obtained by ultraviolet radiation of a solution of a 3-hydroxy-D 5,7-sterol or an ester thereof from which any unreacted 3-hydroxy-sterol or ester thereof has been removed. Solvents for the reaction are petroleum ether, ligroine, benzene, toluene, cyclohexane, diethyl ether and carbon disulphide. Preferably an acid-binding agent such as pyridine, collidine or quinoline is added. The tachysterol can be isolated by crystallization as an ester of 3,5-dinitro-4-methyl benzoic acid. Dihydrotachysterol is obtained by subjecting tachysterol to reduction with an alkali metal and an aliphatic alcohol, e.g. sodium and propanol, 2-methyl-butanol-2, ethylene glycol or glycerol. Examples describe the preparation of tachysterol-2, dihydrotachysterol-2 and dihydrotachysterol acetate.
GB2168/56A 1955-06-14 1956-01-23 Improvements in or relating to a method of producing tachysterols and derivatives thereof Expired GB790956A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL790956X 1955-06-14

Publications (1)

Publication Number Publication Date
GB790956A true GB790956A (en) 1958-02-19

Family

ID=19834406

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2168/56A Expired GB790956A (en) 1955-06-14 1956-01-23 Improvements in or relating to a method of producing tachysterols and derivatives thereof

Country Status (1)

Country Link
GB (1) GB790956A (en)

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