ES269698A1 - New steroid compounds and processes for their preparation - Google Patents

New steroid compounds and processes for their preparation

Info

Publication number
ES269698A1
ES269698A1 ES0269698A ES269698A ES269698A1 ES 269698 A1 ES269698 A1 ES 269698A1 ES 0269698 A ES0269698 A ES 0269698A ES 269698 A ES269698 A ES 269698A ES 269698 A1 ES269698 A1 ES 269698A1
Authority
ES
Spain
Prior art keywords
pregn
ene
ketal
dione
hydroxy
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
ES0269698A
Other languages
Spanish (es)
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.)
Laboratoires Francais de Chimiotherapie SA
Laboratoires Francaise de Chimiotherapie
Original Assignee
Laboratoires Francais de Chimiotherapie SA
Laboratoires Francaise de Chimiotherapie
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 Laboratoires Francais de Chimiotherapie SA, Laboratoires Francaise de Chimiotherapie filed Critical Laboratoires Francais de Chimiotherapie SA
Publication of ES269698A1 publication Critical patent/ES269698A1/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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22C—FOUNDRY MOULDING
    • B22C9/00—Moulds or cores; Moulding processes
    • B22C9/02—Sand moulds or like moulds for shaped castings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0055—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives
    • 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
    • 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)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises pregn-4-en-3-one derivatives having the general formula: <FORM:0970586/C1/1> in which R2 represents the grouping =H(OY), R3 represents one of the groupings =H(CH2OY), =OH(CH2OY) or =(CH2OY)2, (where Y in the aforesaid groupings indicates an hydrogen atom or an acyl radical derived either from an organic carboxylic acid having 1-18 carbon atoms or from a mineral acid), and R4 represents the groups =H(OH) or the oxygen atom =O and their corresponding 3-ketal derivatives when R4 is the oxygen atom and R3 is H(CH2OY) or (CH2OY)2, a process for the production of 20, 21-dihydroxy -20- hydroxymethylene-pregn-4-ene-3,11-dione, in which the 21-hydroxy group is blocked by esterification prior to treatment thereof with an hydroxylating agent e.g. osmium tetroxide so as to yield upon saponification the desired 20,20-dihydroxy-20-hydroxymethylene-pregn-4-ene-3,11-dione and a process for the production of a 3-ketal of 20-hydroxymethylene-21-hydroxy-pregn-4-ene-3,11-dione and a 3-ketal of 20-bis-hydroxymethylene-21-hydroxy-pregn-4-ene-3,11-dione in which a 3-ketal of pregn-4-ene-3,11,21-trione is subjected to a Tollens condensation reaction with formaldehyde so as to yield a mixture of the desired 3-ketals. The 21-hydroxy-20-methylene-pregn-4-ene-3, 11 - dione starting material is formed by reacting a 3-ketal of pregn-4-ene-3,11,21-trione with formaldehyde to yield the 3-ketal of 20-methylene-pregn-4-ene-3,11,20-trione which is reduced e.g. with sodium borohydride to obtain the 3-ketal of 21-hydroxy-20-methylene-pregn-4-ene-3,11-dione, which is deketalized to obtain the desired 21-hydroxy-20-methylene-pregn-4-ene-3,11-dione. The 3-ketal of pregn-4-ene-3,11,21-trione starting material is in turn obtained by oxidation of the 3-ketal of 21-hydroxy-trans-pregna - 4, 17(20) - diene - 3, 11-dione so as to yield the corresponding 3-ketal of trans-pregna-4,17(20)-diene-3,11,21-trione which is then reduced. Any of the 3,11b -dihydroxy compounds obtained in the above processes may be oxidized to the corresponding 3-keto-11b -hydroxy compound e.g. with manganese dioxide. Specifications 970,587 and 970,588 are referred to.
ES0269698A 1960-08-10 1961-08-09 New steroid compounds and processes for their preparation Expired ES269698A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR835529A FR1365261A (en) 1960-08-10 1960-08-10 Novel 3-oxo delta steroid compounds and method of preparation

Publications (1)

Publication Number Publication Date
ES269698A1 true ES269698A1 (en) 1961-11-16

Family

ID=8737231

Family Applications (4)

Application Number Title Priority Date Filing Date
ES0269699A Expired ES269699A1 (en) 1960-08-10 1961-08-09 New steroid compounds and processes for their preparation
ES0269698A Expired ES269698A1 (en) 1960-08-10 1961-08-09 New steroid compounds and processes for their preparation
ES0269697A Expired ES269697A1 (en) 1960-08-10 1961-08-09 New steroid compounds and processes for their preparation
ES0269700A Expired ES269700A1 (en) 1960-08-10 1961-08-09 New steroid compounds and processes for their preparation

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES0269699A Expired ES269699A1 (en) 1960-08-10 1961-08-09 New steroid compounds and processes for their preparation

Family Applications After (2)

Application Number Title Priority Date Filing Date
ES0269697A Expired ES269697A1 (en) 1960-08-10 1961-08-09 New steroid compounds and processes for their preparation
ES0269700A Expired ES269700A1 (en) 1960-08-10 1961-08-09 New steroid compounds and processes for their preparation

Country Status (4)

Country Link
CH (4) CH399455A (en)
ES (4) ES269699A1 (en)
FR (4) FR1365261A (en)
GB (3) GB970586A (en)

Also Published As

Publication number Publication date
GB970587A (en) 1964-09-23
GB970588A (en) 1964-09-23
ES269700A1 (en) 1961-11-16
FR1365261A (en) 1964-07-03
FR753M (en) 1961-08-21
FR752M (en) 1961-08-21
FR754M (en) 1961-08-21
ES269697A1 (en) 1961-11-16
CH401963A (en) 1965-11-15
GB970586A (en) 1964-09-23
ES269699A1 (en) 1961-11-16
CH399456A (en) 1965-09-30
CH399454A (en) 1965-09-30
CH399455A (en) 1965-09-30

Similar Documents

Publication Publication Date Title
ES269700A1 (en) New steroid compounds and processes for their preparation
GB1060793A (en) Improvements in or relating to steroids and the manufacture thereof
GB1472922A (en) Pregnanoic acid derivatives
US2584159A (en) Process for producing 2-halo-allo-pregnane-17alpha-ol-3,20-dione
ES268248A1 (en) New steroid compounds and processes for the production thereof
US3176032A (en) 17alpha, 21-diacyloxy derivatives of 6alpha-methyl-delta1, 4-pregnadien-3, 20-dione and of 6alpha-methyl-delta4-pregnen-3, 20-dione
GB935610A (en) 3ªá-amino-pregnane compounds
ES264322A1 (en) New steroid compounds and their formation
US3485848A (en) 6beta-alkoxy-10beta-carboxyl-3alpha,5-cyclosteroids
GB1087782A (en) 1,2ª‰-methylene-steroids and a process for their manufacture
GB935116A (en) New cyclopentanophenanthrene derivatives and processes for the production thereof
GB868303A (en) New cyclopentanophenanthrene derivatives and process for the production thereof
US3203967A (en) 3beta-halo-delta5 and 3-desoxy-delta5 cortical hormones
US3128270A (en) Novel 11beta,18-oxido-18epsilon-methylpregnenes
ES251876A1 (en) New compounds useful in steroid synthesis and processes for the preparation thereof
GB944421A (en) Novel 16ª -methyl steroid intermediates of the pregnane series and processes for their manufacture
GB1022042A (en) Improvements in or relating to steroids and the manufacture thereof
ES209285A1 (en) A procedure for the preparation of compounds of the pregnan series (Machine-translation by Google Translate, not legally binding)
GB710482A (en) Steroid compounds and processes for preparing them
GB816909A (en) Improvements in or relating to steroids
GB796768A (en) Manufacture of derivatives of 5-pregnene-3,17ª‡-diol-20-ones
GB970487A (en) Novel steroids compounds and processes for the preparation thereof
ES273977A1 (en) New steroid compounds and processes for their preparation and conversion into pharmacologically-useful compounds
GB1119082A (en) New steroids
ES259017A1 (en) Improvements in or relating to processes for the production of steroid compounds and the compounds thus produced