Roussel Uclaf

Hoechst Marion Roussel

Other

Michel Vivat

Jean Buendia

Francis Brion

Christian Diolez

Patrick Roussel

Catherine Geurts

Laurent Taliani

Remi Chauvin

Jacques Martel

Denis Prat

Jeanine Schalbar

Christian Masson

Veronique Crocq

Intermediates for the compound of the formula

Process for preparing 16 &agr;-methyl-steroids

A new process for the preparation of 16.beta.-methyl-steroids of the formula ##STR1## and novel intermediates.

Intermediates for 16.beta.-methyl steroids

A compound of the formula ##STR1## wherein the A.sub.1 and B.sub.1 rings are as defined by the specification. The compounds are intermediates in the preparation of oxoetiocholenic acid.

17,20-epoxy steroid intermediates

A novel process for the preparation of oxoetiocholenic acid of the formula ##STR1## and intermediates therefore.

Intermediate steroid compounds

A compound of the formula ##STR1## wherein R is .dbd.O or ##STR2## and the rings A and B are selected from the group consisting of ##STR3## K is oxo or a protector group of oxo of the formula ##STR4## n is 2 or 3 and R.sub.1 is an ether or ester remainder, K' is oxo or a protector oxime, hydrazone or semicarbazone group and the wavy lines symbolize an isomer mixture, a process for their preparation and their use as intermediates.

17, 20-epoxy steroids

A compound having a formula selected from ##STR1## wherein A and B are selected from the group consisting of ##STR2## K and K' are selected from the group consisting of ##STR3## n is 2 or 3 and R.sub.1 is an ether or ester residue.

Intermediate steroid compound

A process for the production of a compound of the formula ##STR1## wherein R.sub.1 is acyl of 1 to 8 carbon atoms,. The compound is formed by the reduction of an intermediary to form an alcohol, epoxidation and hydrolyzation of the alcohol to form a compound of formula ##STR2## followed by the acylation of the hydroxy functions and the elimination of the 17.alpha.-substituent.

Process for the production of 21-acyloxy-4,9

The novel intermediates of the formula ##STR1## wherein L, K and M are as defined in the specification which are useful intermediates for the preparation of .DELTA..sup.4,9(11),16 -pregnatriene-3-ones.

Intermediates for the preparation of .DELTA..sup.4,9(11),17(20)

A process for the preparation of a compound of the formula ##STR1##

Process for preparing 16.alpha.-methyl-steroids

The invention is drawn to a process for the preparation of oxoetiocholenic acid of the formula I ##STR1## by reacting a compound of the formula II ##STR2## with a halonitrile in the presence of a base followed by formation of a 3-ketone group. The intermediate formed is reacted with an acid of the formula HX in an anhydrous medium followed by dehydrohalogenation of the resulting compound in the presence of a base. The intermediate produced then undergoes alkaline hydrolysis followed by a conventional acid treatment to obtain the compound of formula I.

Process for the preparation of an oxoetiocholenic acid

A new process for the preparation of 16.beta.-methyl-steroids of the formula ##STR1## and novel intermediates therefor which compounds are intermediates for betamethasone.

Process for the preparation of 16.beta.-methylsteroids

A compound having a formula ##STR1## in which K is defined as above, C--P being CH.sub.2 or --C.dbd.CH.sub.2 or ##STR2## and J is --SO.sub.2 R.sub.2, or C--P is C.dbd.O and J is --CH.sub.2 Hal.sub.2, or C--P is --CH SO.sub.2 R.sub.2 and J is CO.sub.2 R or Hal.sub.1, R.sub.2 is methyl, phenyl, tolyl or xylyl, R is alkyl of 1 to 6 carbon atoms, aralkyl of 7 to 15 is carbon atoms or a silylated remainder selected from the group consisting of trimethylsilyl, tert.-butyldimethylsilyl, triphenylsilyl and diphenyltert.-butylsilyl, Hal.sub.1 is halogen, Hal.sub.2 is chlorine, bromine or iodine and the wavy lines symbolize any one of the isomer forms or their mixtures which are intermediates.

A process for the preparation of a compound of the formula ##STR1## wherein R and R' and the A and B are as defined in the specification. ##STR2## K is selected from the group consisting of ##STR3## n is 2 or 3 and the dotted lined is an optional bond.

Preparation of 11-keto steroids

A compound of the formula ##STR1## wherein K is a protective group of the oxo of the formula ##STR2## wherein n is 2 or 3 and L is a 11.beta.-hydroxy, the dotted line in the 11-position is not a bond and X is chlorine, bromine or iodine which avoids an 11-hydroxylation step in the preparation of hydrocortisone.

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Lagny sur Marne, France

Michel Vivat