GB913353A - Steroids - Google Patents

Steroids

Info

Publication number
GB913353A
GB913353A GB13877/59A GB1387759A GB913353A GB 913353 A GB913353 A GB 913353A GB 13877/59 A GB13877/59 A GB 13877/59A GB 1387759 A GB1387759 A GB 1387759A GB 913353 A GB913353 A GB 913353A
Authority
GB
United Kingdom
Prior art keywords
pregn
converting
diazoacetyl
ketal
acid
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
GB13877/59A
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.)
Gruppo Lepetit SpA
Original Assignee
Lepetit SpA
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 Lepetit SpA filed Critical Lepetit SpA
Publication of GB913353A publication Critical patent/GB913353A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05—Phenols
    • A61K31/055—Phenols the aromatic ring being substituted by halogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
    • C07C39/17—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings containing other rings in addition to the six-membered aromatic rings, e.g. cyclohexylphenol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/24—Halogenated derivatives
    • C07C39/42—Halogenated derivatives containing six-membered aromatic rings and other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Epidemiology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Molecular Biology (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises compounds of the formula: <FORM:0913353/IV (b)/1> and a process for the production of these compounds by converting a 3b -halogeno-pregn-5-en-2-one into the corresponding 20-ethylene glycol ketal, forming the 3b -Grignard compound from the 20-ketal and reacting it with CO2 to form the corresponding 3b -carboxylic acid whilst retaining the ketal formation at the C-20 position and then decomposing this compound to give 20-oxo-pregn-5-en-3b -oic acid, converting the 20-oxo-pregn-5-en-3b -oic acid into the corresponding 3b -diazoacetyl derivative via the 3b -acid chloride, converting the resulting diazoacetyl-pregn-5-en-20-one into the 3b -haloacetyl-pregn-5-en-20-one and converting the last-mentioned compound into 3b -acetyl-pregn-5-en-20-one. Alternatively the diazoacetyl derivative may be converted into 3b - glycol - pregn - 5 - 20 - one with dilute mineral acids, into 3b -acyloxyacetyl-pregn-5-en-20-one with organic acids, into the tosyl ester of 3b -glycolyl-pregn-5-en-20-one by treatment with p-toluene sulphonic acid. Said tosyl ester is converted into the haloketone with alkali metal halide.
GB13877/59A 1958-05-26 1959-04-23 Steroids Expired GB913353A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US73748358A 1958-05-26 1958-05-26

Publications (1)

Publication Number Publication Date
GB913353A true GB913353A (en) 1962-12-19

Family

ID=24964106

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13877/59A Expired GB913353A (en) 1958-05-26 1959-04-23 Steroids

Country Status (2)

Country Link
FR (1) FR157M (en)
GB (1) GB913353A (en)

Also Published As

Publication number Publication date
FR157M (en) 1961-02-13

Similar Documents

Publication Publication Date Title
GB913353A (en) Steroids
GB1213558A (en) Process for the production of 1,1-dihydroperfluoroalkanols
GB873212A (en) Process for the manufacture of 1:1:1-trifluoro-2-chloro-2-bromethane
GB1006152A (en) Method for producing dextro-trans-pyrethric acid
GB946303A (en) Novel steroids and process for their manufacture
GB937598A (en) Process for the production of reserpic acid diesters
GB967080A (en) Novel steroid compounds and process for the preparation thereof
GB1119047A (en) 5-carboxy-2,4-oxazolidinediones and derivatives thereof
GB936894A (en) Novel steroid compounds and processes for the preparation thereof
GB1003090A (en) Process for the production of n,n,n-triorgano-substituted borazoles
GB1001703A (en) 2-formyl-í¸-17ª‰-hydroxy-androstene compounds and process for their production
GB1018780A (en) Steroid (2,3í¬c) furazan compounds and the process for the production thereof
GB922443A (en) Substituted 2-thiazolidineacetic esters and a process of producing them
GB736151A (en) Manufacture of new compounds of the steroid series
GB868482A (en) Process for the preparation of 8ª--hydroxy-2ª--methoxy-3ª-,5ª--epoxy 1,2,3,4,4aª-,5,8,8aª--octahydronaphthalene-1ª--carboxylic acid lactone and intermediates obtained therein
GB965571A (en) New steroid compounds and their formation
GB946873A (en) New steroid compounds, and processes for the preparation thereof
GB991475A (en) Novel steroid compounds and processes for their production
GB992370A (en) Improvements in or relating to androstenone derivatives
GB929158A (en) Improvements in or relating to the production of estradiol and its derivatives
GB805585A (en) Steroid compounds
GB934148A (en) Improvements in or relating to steroids and the manufacture thereof
GB806047A (en) Improvements in or relating to steroids and the manufacture thereof
GB788895A (en) New derivatives of androstadiene and their production
GB854140A (en) Improvements in and relating to the production of n-carboxy-alpha-amino acid anhydrides