Patents by Inventor Gregor Haffer

Gregor Haffer has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4108871
    Abstract: Novel benzopyran derivatives of the formula ##STR1## wherein R.sub.1 and R.sub.3 each are lower alkyl; n is the integer 1 or 2; --A--B-- is >CH--CH.sub.2 -- or >CH.dbd.CH--; X is a free, esterified or etherified hydroxy group; and Y is H or X and Y collectively are .dbd.O; and W is --(CH.sub.2).sub.3 --Z--R.sub.4, ##STR2## --(CH.sub.2).sub.3 --COOR.sub.6 or --(CH.sub.2).sub.3 CN, wherein V is halogen, Z is a ketalized carbonyl group or a free, esterified or etherified hydroxymethylene group, R.sub.4 and R.sub.5 each are lower alkyl and R.sub.6 is alkyl, aryl or aralkyl, are valuable intermediates in the synthesis of steroids.
    Type: Grant
    Filed: March 5, 1976
    Date of Patent: August 22, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Eder, Gerhard Sauer, Gregor Haffer, Jurgen Ruppert, Rudolf Wiechert
  • Patent number: 4077996
    Abstract: A process for the preparation of trans-decahydronaphthalene compounds of Formula I ##STR1## wherein X is lower alkyl, --(CH.sub.2).sub.3 --Z--R.sub.2, ##STR2## --(CH.sub.2).sub.3 COOR.sub.4, or --(CH.sub.2).sub.3 CN; Y and Z are ketalized carbonyl or free, esterified, or etherified hydroxymethylene;U is halogen;R.sub.1, r.sub.2, and R.sub.3 are lower alkyl; andR.sub.4 is alkyl;Wherein an octahydronaphthalene compound of Formula II ##STR3## is converted, in the presence of bases, by reaction of a trialkyl chlorosilane of the formula(R.sub.5).sub.3 Si--Clwherein the R.sub.5 each are lower alkyl group, to a hexahydronaphthalene compound of the formula ##STR4## The hexahydronaphthalene compound is hydrogenated, in an inert solvent with hydrogen in the presence of a platinum-, palladium-, or rhodium-containing hydrogenation catalyst, to an octahydronaphthalene compound of the formula ##STR5## and a vinyl ketone of the formulaXCOCH.dbd.CH.sub.
    Type: Grant
    Filed: April 14, 1976
    Date of Patent: March 7, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Ulrich Eder, Gregor Haffer, Gunter Neef, Rudolf Wiechert
  • Patent number: 4072716
    Abstract: Bicycloalkane derivatives of the formula ##STR1## WHEREIN N IS 1 OR 2, R.sub.1 is lower alkyl, X is carbonyl or free or etherified hydroxymethylene, and Y is --S--R.sub.2, --SO.sub.m --R.sub.2, or ##STR2## wherein m is 1 or 2, R.sub.2 is alkyl, R.sub.3 is hydrogen or lower alkyl, R.sub.4 is aliphatic acyl and Z is nitro, lower alkanoyl, lower alkylsulfinyl, or lower alkylsulfonyl are useful intermediates in the total synthesis of steroids. The compounds are prepared by reacting a corresponding compound lacking the CH.sub.2 Y substituent with formaldehyde and a mercaptan or a sulfinic acid, followed if desired by oxidation and optional salt condensation.
    Type: Grant
    Filed: December 27, 1976
    Date of Patent: February 7, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Helmut Hauser, Gregor Haffer, Juergen Ruppert, Ulrich Eder, Rudolf Wiechert
  • Patent number: 4066674
    Abstract: Novel 1,3-dialkoxy 8.alpha.-estratriene compounds of the formula ##STR1## WHEREIN R.sub.1 is alkyl of 1-18 carbon atoms, R.sub.2 is alkyl of 1-5 carbon atoms and Ac is alkanoyl of 1-8 carbon atoms, are obtained by a three-step synthesis from a tetrahydroindane-5-one compound.
    Type: Grant
    Filed: November 12, 1976
    Date of Patent: January 3, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Eder, Gerhard Sauer, Gregor Haffer, Guenter Neef, Rudolf Wiechert
  • Patent number: 4051188
    Abstract: Bicycloalkane derivatives of the formula ##STR1## WHEREIN N IS 1 OR 2, R.sub.1 is lower alkyl, X is carbonyl or a free or etherified hydroxymethylene, and Y is --S--R.sub.2, --SO.sub.m --R.sub.2, or ##STR2## wherein m is 1 or 2, R.sub.2 is aryl or aralkyl, R.sub.3 is hydrogen or lower alkyl, R.sub.4 is phenyl optionally substituted with lower alkoxy or benzyloxy, and Z is nitro, lower alkanoyl, lower alkylsulfinyl, or lower alkylsulfonyl, are useful intermediates in the total synthesis of steroids. The compounds are prepared by reacting a corresponding compound lacking the CH.sub.2 Y substituent with formaldehyde and a mercaptan or a sulfinic acid, followed if desired by oxidation and optional salt condensation.
    Type: Grant
    Filed: December 27, 1976
    Date of Patent: September 27, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Helmut Hauser, Gregor Haffer, Juergen Ruppert, Ulrich Eder, Rudolf Wiechert
  • Patent number: 4032540
    Abstract: Benzopyran derivatives of the formula ##STR1## wherein R.sub.1 and R.sub.3 each are lower alkyl; n is the integer 1 or 2; --A--B-- is >CH--CH.sub.2 - or >CH=CH-; X is a free, esterified or etherified hydroxy group; and Y is H or X and Y collectively are =O; and W is --(CH.sub.2).sub.3 --Z--R.sub.4 ##STR2## --(CH.sub.2).sub.3 --COOR.sub.6 or --(CH.sub.2).sub.3 CN, wherein V is halogen, Z is a ketalized carbonyl group or a free, esterified or etherified hydroxymethylene group; R.sub.4 and R.sub.5 each are lower alkyl and R.sub.6 is alkyl, aryl or aralkyl, are valuable intermediates in the synthesis of steroids.
    Type: Grant
    Filed: March 5, 1976
    Date of Patent: June 28, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Eder, Gerhard Sauer, Gregor Haffer, Jurgen Ruppert, Rudolf Wiechert
  • Patent number: 4024166
    Abstract: Novel process for the preparation of 13.beta.-alkyl-4-gonene-3,17-diones of the formula ##STR1## wherein R.sub.1 is methyl or ethyl, consists of REACTING A 7A.beta.
    Type: Grant
    Filed: October 10, 1975
    Date of Patent: May 17, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Ulrich Eder, Gregor Haffer, Gunter Neef, Rudolf Wiechert
  • Patent number: 4017545
    Abstract: Bicycloalkanes useful as intermediates in the total synthesis of steroids of the formula ##STR1## WHEREIN N IS THE INTEGER 1 OR 2; R.sub.1 is lower-alkyl; X is free or ketalized carbonyl or free, esterified or etherified hydroxymethylene; and Y is --SO.sub.2 --R.sub.2 or --C(Z)(R.sub.3)--R.sub.4 wherein R.sub.2 is alkyl, aryl or aralkyl R.sub.3 is H or lower-alkyl, R.sub.4 is alkoxycarbonyl or acyl and Z is lower-alkoxycarbonyl, lower acyl, lower alkylsulfinyl or lower-alkylsulfonyl, are produced by the steps of hydrogenating a compound of the formula ##STR2## AND CONDENSING THE THUS-PRODUCED RING SATURATED COMPOUND WITH A SALT OF THE FORMULA C(Z)(R.sub.3)R.sub.4 .sup.-Me.sup.+ wherein n, X, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and Z have the values given above.
    Type: Grant
    Filed: June 20, 1974
    Date of Patent: April 12, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Hans Peter Lorenz, Ulrich Eder, Gregor Haffer, Jurgen Ruppert, Rudolf Wiechert
  • Patent number: 4012420
    Abstract: 9,10-Secoestranes, useful as intermediates in the total synthesis of steroids, of the formula ##STR1## WHEREIN N IS 1 OR 2, R.sub.1 is lower alkyl, R.sub.2, R.sub.3 and R.sub.4 are hydrogen, alkoxy or acyloxy, X is free or ketalized carbonyl or free, esterified or etherified hydroxymethylene, and Y is carbonyl or dialkoxymethylene are produced by condensing, in the presence of a basic catalyst, ##STR2## WHEREIN X, n, R.sub.1, R.sub.2, R.sub.3, R.sub.4 have the values given above, and Z is Cl, Br or I, to produce a 9,10-secoestrane of the above formula wherein Y is a free carbonyl group, which can then, if desired, be ketalized to a corresponding compound wherein Y is dialkoxymethylene or like ketal group.
    Type: Grant
    Filed: April 21, 1975
    Date of Patent: March 15, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Eder, Gregor Haffer, Jurgen Ruppert, Gerhard Sauer, Rudolf Wiechert
  • Patent number: 4008253
    Abstract: Bicycloalkane derivatives of the formula ##STR1## WHEREIN N IS 1 OR 2, R.sub.1 is lower alkyl, X is free or ketalized carbonyl or a free, esterified, or etherified hydroxymethylene, and Y is --S--R.sub.2, --SO.sub.m --R.sub.2, or ##STR2## wherein m is 1 or 2, R.sub.2 is alkyl, aryl, or aralkyl, R.sub.3 is hydrogen or lower alkyl, R.sub.4 is alkoxycarbonyl, or acyl or phenyl optionally substituted with lower alkoxy or benzyloxy- or acyloxy; and Z is nitrile, nitro, lower alkoxycarbonyl, lower alkanoyl, lower alkylsulfinyl, or lower alkylsulfonyl are useful intermediates in the total synthesis of steroids. The compounds are prepared by reacting a corresponding compound lacking the CH.sub.2 Y substituent with formaldehyde and a mercaptan or a sulfinic acid, followed if desired by oxidation and optional salt condensation.
    Type: Grant
    Filed: December 22, 1972
    Date of Patent: February 15, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Helmut Hauser, Gregor Haffer, Jurgen Ruppert, Ulrich Eder, Rudolf Wiechert
  • Patent number: 4001302
    Abstract: 9,10-Secoestranes, useful as intermediates in the total synthesis of steroids, of the formula ##STR1## WHEREIN N IS 1 OR 2, R.sub.1 is lower alkyl, R.sub.2, R.sub.3 and R.sub.4 are hydrogen, alkoxy or acyloxy, X is free or ketalized carbonyl or free, esterified or etherified hydroxymethylene, and Y is carbonyl or dialkoxymethylene are produced by condensing, in the presence of a basic catalyst, ##STR2## WHEREIN X, n, R.sub.1, R.sub.2, R.sub.3, R.sub.4 have the values given above, and Z is Cl, Br or I, to produce a 9,10-secoestrane of the above formula wherein Y is a free carbonyl group, which can then, if desired, be ketalized to a corresponding compound wherein Y is dialkoxymethylene or like ketal group.
    Type: Grant
    Filed: April 21, 1975
    Date of Patent: January 4, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Eder, Gregor Haffer, Jurgen Ruppert, Gerhard Sauer, Rudolf Wiechert
  • Patent number: 3998847
    Abstract: 9,10-Secoestranes, useful as intermediates in the total synthesis of steroids, of the formula ##STR1## wherein n is 1 or 2, R.sub.1 is lower alkyl, R.sub.2, R.sub.3 and R.sub.4 are hydrogen, alkoxy or acyloxy, X is free or ketalized carbonyl or free, esterified or etherified hydroxymethylene, and Y is carbonyl or dialkoxymethylene are produced by condensing, in the presence of a basic catalyst, ##STR2## WHEREIN X, n, R.sub.1, R.sub.2, R.sub.3, R.sub.4 have the values given above, and Z is Cl, Br or I, to produce a 9,10-secoestrane of the above formula wherein Y is a free carbonyl group, which can then, if desired, be ketalized to a corresponding compound wherein Y is dialkoxymethylene or like ketal group.
    Type: Grant
    Filed: April 21, 1975
    Date of Patent: December 21, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Eder, Gregor Haffer, Jurgen Ruppert, Gerhard Sauer, Rudolf Wiechert
  • Patent number: 3976701
    Abstract: 6,9-Oxido-9,10-seco-1,3,5(10),6,8,14-estrahexaenes, useful as intermediates in the total synthesis of steroids, of the formula ##SPC1##Wherein n is 1 or 2, R.sub.1 is lower-alkyl, R.sub.2, R.sub. 3 and R.sub.4 are H, alkoxy or acyloxy, X is a free or ketalized keto or free, esterified or etherified hydroxymethylene, are produced by the cyclization, with an acid catalyst, of a 9,10-secoestrane of the formula ##SPC2##Wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, X and n have the values given above, and Q is carbonyl or dialkoxymethylene. Hydrogenation produces the corresponding 6,9-oxido-9,10-seco-1,3,5(10)-estratrienes and 9-oxy-9,10-seco-1,3,5(10)-estratrienes.
    Type: Grant
    Filed: October 24, 1973
    Date of Patent: August 24, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Eder, Gregor Haffer, Jurgen Ruppert, Gerhard Sauer, Rudolf Wiechert
  • Patent number: 3965124
    Abstract: 6,9-Oxido-9,10-seco-1,3,5(10),6,8,14-estrahexaenes, useful as intermediates in the total synthesis of steroids, of the formula ##SPC1##Wherein n is 1 or 2, R.sub.1 is lower-alkyl, R.sub.2, R.sub.3 and R.sub.4 are H, alkoxy or acyloxy, X is a free or ketalized keto or free, esterified or etherified hydroxymethylene, are produced by the cyclization, with an acid catalyst, of a 9,10-secoestrane of the formula ##SPC2##Wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, X and n have the values given above and Q is carbonyl or dialkoxymethylene. Hydrogenation produces the corresponding 6,9-oxido-9,10-seco-1,3,5(10)-estratrienes and 9-oxy-9,10-seco-1,3,5(10)-estratrienes.
    Type: Grant
    Filed: June 18, 1975
    Date of Patent: June 22, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Eder, Gregor Haffer, Jurgen Ruppert, Gerhard Sauer, Rudolf Wiechert
  • Patent number: 3962280
    Abstract: Novel benzopyran derivatives of the formula ##SPC1##Wherein R.sub.1 and R.sub.3 each are lower alkyl; n is the integer 1 or 2; --A--B-- is >CH--CH.sub.2 -- or >CH=CH--; X is a free, esterified or etherified hydroxy group; and Y is H or X and Y collectively are =O; and W is --(CH.sub.2).sub.3 --Z--R.sub.4,--(ch.sub.2).sub.3 --coor.sub.6 or --(CH.sub.2).sub.3 CN, wherein V is halogen, Z is a ketalized carbonyl group R.sub.4 and R.sub.5 each are lower alkyl and R.sub.6 is alkyl, aryl or aralkyl, are valuable intermediates in the synthesis of steroids.
    Type: Grant
    Filed: June 6, 1973
    Date of Patent: June 8, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Eder, Gerhard Sauer, Gregor Haffer, Jurgen Ruppert, Rudolf Wiechert
  • Patent number: 3960842
    Abstract: 20-Cyano-17.alpha.-H steroids having as the 17-position substituent the group ##EQU1## wherein R is H, alkyl of 1-8 carbon atoms or benzyl, having a 13-methyl or 13-ethyl group and which are unsubstituted or substituted with an .alpha.-methyl group in the 16-position are converted to the corresponding 20-keto steroids by reaction in an aprotic solvent with a deprotonating agent containing an alkali metal, an alkaline earth metal, copper(I) or thallium(I), and optionally additionally with a copper(I) salt or a thallium(I) salt or a silver(I) salt, and thereafter conducting an oxidative splitting reaction with oxygen. The thus-produced 17.beta.-oxalyl steroids possess pharmacological activity, e.g., anti-inflammatory activity, or are useful as intermediates for the production of pharmacologically active steroids.
    Type: Grant
    Filed: July 12, 1974
    Date of Patent: June 1, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Gregor Haffer, Ulrich Eder, Henry Laurent, Jurgen Ruppert, Gerhard Sauer, Rudolf Wiechert