GB965571A - New steroid compounds and their formation - Google Patents

New steroid compounds and their formation

Info

Publication number
GB965571A
GB965571A GB384461A GB384461A GB965571A GB 965571 A GB965571 A GB 965571A GB 384461 A GB384461 A GB 384461A GB 384461 A GB384461 A GB 384461A GB 965571 A GB965571 A GB 965571A
Authority
GB
United Kingdom
Prior art keywords
trione
diene
yield
acyloxy
product
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
GB384461A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB965571A publication Critical patent/GB965571A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B15/00—Layered products comprising a layer of metal
    • B32B15/01—Layered products comprising a layer of metal all layers being exclusively metallic
    • B32B15/016—Layered products comprising a layer of metal all layers being exclusively metallic all layers being formed of aluminium or aluminium alloys
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J13/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17
    • C07J13/005—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17 with double bond in position 16 (17)
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/008—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21
    • C07J7/0085—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21 by an halogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C07J71/0036—Nitrogen-containing hetero ring
    • C07J71/0042—Nitrogen only
    • C07J71/0052—Nitrogen only at position 16(17)
    • 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

The invention comprises compounds having the formula: <FORM:0965571/C1/1> wherein R represents hydrogen or an acyl radical, and processes for the preparation thereof by condensing diazomethane with a 21-acyloxypregna-4, 16-diene-3, 11, 20-trione so as to yield a 21-acyloxy- D 1-pyrazolino-[17, 16-c]-pregn-4-ene-3, 11, 20-trione, effecting isomerisation of this latter compound by treating it in an organic solvent with a strong mineral acid, decomposing the acid addition salt thus formed and then, if desired, saponifying the product to yield the desired compound of the above formula. The starting 21-acyloxy-pregna-4, 16-diene-3, 11, 20-trione is obtained by saponifying 3a -acetoxy-17a , 21-dibromo-pregnane-11, 20-dione to form 3a -hydroxy- 17a , 21-dibromo-pregnane-3, 20-dione, subjecting this latter compound to oxidation and bromination to yield 4, 17a , 21-tribromopregnane-3, 11, 20-trione, thereafter eliminating hydrogen bromide from this product to give 21-bromo-pregn-4, 16-diene-3, 11, 20-trione and finally reacting this product with an alkali metal acylate to yield the desired 21-acyloxy-pregna-4, 16-diene-3, 11, 20-trione. Specifications 900,022 and 965,572 are referred to.
GB384461A 1960-02-05 1961-02-01 New steroid compounds and their formation Expired GB965571A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR817687A FR1331320A (en) 1960-02-05 1960-02-05 New nitrogenous steroid compounds

Publications (1)

Publication Number Publication Date
GB965571A true GB965571A (en) 1964-07-29

Family

ID=8724803

Family Applications (2)

Application Number Title Priority Date Filing Date
GB384461A Expired GB965571A (en) 1960-02-05 1961-02-01 New steroid compounds and their formation
GB4687563A Expired GB965572A (en) 1960-02-05 1961-02-01 New steroid compounds and their formation

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB4687563A Expired GB965572A (en) 1960-02-05 1961-02-01 New steroid compounds and their formation

Country Status (7)

Country Link
BE (1) BE599847A (en)
BR (1) BR6126296D0 (en)
CH (1) CH394178A (en)
ES (1) ES264322A1 (en)
FR (1) FR1331320A (en)
GB (2) GB965571A (en)
NL (1) NL106374C (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4232013A (en) * 1977-12-03 1980-11-04 Lark S.P.A. 16,17-Pyrazolino- and 16,17-isopyrazolino-1,4-pregnadiene derivatives

Also Published As

Publication number Publication date
BR6126296D0 (en) 1973-07-10
GB965572A (en) 1964-07-29
FR1331320A (en) 1963-07-05
CH394178A (en) 1965-06-30
NL106374C (en)
ES264322A1 (en) 1961-04-01
BE599847A (en) 1961-08-03

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