GB1115954A - 13-alkyl gonatrienes - Google Patents

13-alkyl gonatrienes

Info

Publication number
GB1115954A
GB1115954A GB3706065A GB3706065A GB1115954A GB 1115954 A GB1115954 A GB 1115954A GB 3706065 A GB3706065 A GB 3706065A GB 3706065 A GB3706065 A GB 3706065A GB 1115954 A GB1115954 A GB 1115954A
Authority
GB
United Kingdom
Prior art keywords
group
carbonyl
hydrolysis
gona
hydroxymethylene
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
GB3706065A
Inventor
Gordon Alan Hughes
Herchel Smith
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to GB3706065A priority Critical patent/GB1115954A/en
Publication of GB1115954A publication Critical patent/GB1115954A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises compounds of formula <FORM:1115954/C2/1> wherein RO- is a free, etherified or esterified hydroxy group, R1 is a C2- 4 alkyl group, Y is a carbonyl, ketalized carbonyl, hydroxymethylene or acyloxymethylene group, Z is a carbonyl, hydroxymethylene or acyloxymethylene group and the hydrogen atoms H at the junctions in ring C have trans-anti-trans configuration with respect to the group R1, and their preparation (1) by reaction of a 17-acyloxy-gona-1,3,5(10), 16 tetraene with (a) a peracid to give a 16a ,17a -epoxide followed by hydrolysis or hydrogenolysis; (b) a hydroborating agent, followed by mild oxidative hydrolysis; or (c) a hydroxylating or acyloxylating agent, (11) reaction of a 16-unsubstituted gonatrien-17-one with a nitrite to give a 16-oximino-compound and subjecting this to reductive hydrolysis, or (111) interconversion of the groups RO-, Y and Z. (\sB) - 3 - Methoxy and acetoxy - 17 - acetoxy-13b - ethyl - gona - 1,3,5(10),16 - tetraenes are prepared by enol esterification with isopropenyl acetate. The compounds of the invention have estrogenic, anti-lipaemic and pituitary gonadotrophin inhibiting activity and may be used in pharmaceutical compositions in combinations with a carrier, for example in forms suitable for oral, parenteral or rectal administration.
GB3706065A 1965-08-27 1965-08-27 13-alkyl gonatrienes Expired GB1115954A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3706065A GB1115954A (en) 1965-08-27 1965-08-27 13-alkyl gonatrienes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3706065A GB1115954A (en) 1965-08-27 1965-08-27 13-alkyl gonatrienes

Publications (1)

Publication Number Publication Date
GB1115954A true GB1115954A (en) 1968-06-06

Family

ID=10393426

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3706065A Expired GB1115954A (en) 1965-08-27 1965-08-27 13-alkyl gonatrienes

Country Status (1)

Country Link
GB (1) GB1115954A (en)

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