GB490756A - Improvements in or relating to the oxidation of sterols - Google Patents

Improvements in or relating to the oxidation of sterols

Info

Publication number
GB490756A
GB490756A GB508437A GB508437A GB490756A GB 490756 A GB490756 A GB 490756A GB 508437 A GB508437 A GB 508437A GB 508437 A GB508437 A GB 508437A GB 490756 A GB490756 A GB 490756A
Authority
GB
United Kingdom
Prior art keywords
ether
acetic acid
acid
bromine
bis
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
GB508437A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB508437A priority Critical patent/GB490756A/en
Publication of GB490756A publication Critical patent/GB490756A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

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

Abstract

Bis-nor - cholenic acid and acyl derivatives thereof are produced by the oxidation by means of ozone of crude mixtures of o-acyl derivatives of phytosterols such as the sterols of soya bean oil or calabar bean oil, the nuclear double bonds of the sterols being intermediately protected preferably by bromination. The preferred embodiment of the process comprises the acylation of the crude mixture of phytosterols by acetic acid followed by bromination and treatment with ozone. After oxidation the protective bromine is removed and the nuclear double bond re-established by treatment with zinc and acetic acid. In an example a 5 per cent ethereal solution of phytosterol acetate derived from soya bean oil is treated with bromine and then ozonized. The bromine is removed with zinc and acetic acid, water is added and the product taken up with ether. Acetic acid is removed by washing with water and the sodium salt of 3-acetoxy-bis-norcholenic acid is precipitated on the addition of caustic soda. The sodium salt is suspended in water, acidified, and extracted with ether. On removal of the ether and recrystallization from aqueous acetone pure 3-acetoxy-bis-norcholenic acid is obtained. Pure sitosterol acetate may be recovered from the first ether extract. Specification 453,773 is referred to.
GB508437A 1937-02-19 1937-02-19 Improvements in or relating to the oxidation of sterols Expired GB490756A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB508437A GB490756A (en) 1937-02-19 1937-02-19 Improvements in or relating to the oxidation of sterols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB508437A GB490756A (en) 1937-02-19 1937-02-19 Improvements in or relating to the oxidation of sterols

Publications (1)

Publication Number Publication Date
GB490756A true GB490756A (en) 1938-08-19

Family

ID=9789456

Family Applications (1)

Application Number Title Priority Date Filing Date
GB508437A Expired GB490756A (en) 1937-02-19 1937-02-19 Improvements in or relating to the oxidation of sterols

Country Status (1)

Country Link
GB (1) GB490756A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2427368A (en) * 1944-02-29 1947-09-16 Glidden Co Compounds of i-bisnorcholenic acid and a process for producing the same
US2672465A (en) * 1950-01-03 1954-03-16 Hoechst Ag Process for the production of 3-acyloxy-bisnor-delta-cholenic acids

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2427368A (en) * 1944-02-29 1947-09-16 Glidden Co Compounds of i-bisnorcholenic acid and a process for producing the same
US2672465A (en) * 1950-01-03 1954-03-16 Hoechst Ag Process for the production of 3-acyloxy-bisnor-delta-cholenic acids

Similar Documents

Publication Publication Date Title
US1995709A (en) Hydroxyphenylpropanolamine hydrochloride
GB490756A (en) Improvements in or relating to the oxidation of sterols
Marker et al. Androsterone and related sterols
US2171959A (en) Carboxylic acids of the cyclopentano-polyhydro-phenanthrene series and a process of preparing them
DE734432C (en) Process for the production of a phytosterol concentrate rich in stigmasterin
US2766264A (en) 11beta-hydroxy testosterone acetate and process
US2106763A (en) Method of purifying crude extracts of the germinal gland hormones and of isolating the latter therefrom
US2178109A (en) Method of isolating follicle hormones from the urine of pregnant individuals
US2210368A (en) Compounds of the etio-cholanic acid series and process of making same
GB702072A (en) Improvements in or relating to the production of hecogenin from plant material
US2205045A (en) Preparation of acylated 3-hydroxybis-nor cholenic acids
GB466356A (en) Improvements relating to the production of pectin
Cavalla et al. 181. Lanosterol. Part XI. Reduction of ketones in the lanosterol series
DE717224C (en) Procedure for the isolation of the male glandular hormone
AT160482B (en) Process for the preparation of pregnen- (5) -ol- (3) -one- (20) or its stereoisomers or their derivatives.
DE866486C (en) Process for the production of organic sulfur compounds
US2151371A (en) Process for preparing acyl derivatives of tetralylquinol
GB518525A (en) A process for the recovery of metal from compound sheet material
AT147306B (en) Process for the purification of raw extracts of the gonad hormones.
CH287867A (en) Process for the preparation of 5-oxy-benz (cd) indoline.
GB227121A (en) Improvements in process for obtaining certain remedial principles of oils
GB518266A (en) A process for the manufacture of progesterone
GB506515A (en) Manufacture of oxidation products from sterols or bile acids
GB208145A (en) Improvements in process for obtaining certain remedial principles of oils
GB524346A (en) Improvements in processes for preparing bile acids having a ketonic function