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IE38797B1 - Process for the preparation of tetracyclines - Google Patents

Process for the preparation of tetracyclines

Info

Publication number
IE38797B1
IE38797B1 IE159/74A IE15974A IE38797B1 IE 38797 B1 IE38797 B1 IE 38797B1 IE 159/74 A IE159/74 A IE 159/74A IE 15974 A IE15974 A IE 15974A IE 38797 B1 IE38797 B1 IE 38797B1
Authority
IE
Ireland
Prior art keywords
catalyst
tetracycline
alkyl
tetracyclines
preparation
Prior art date
Application number
IE159/74A
Other versions
IE38797L (en
Original Assignee
Pfizer
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27406609&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=IE38797(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Pfizer filed Critical Pfizer
Publication of IE38797L publication Critical patent/IE38797L/en
Publication of IE38797B1 publication Critical patent/IE38797B1/en

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60—Reduction reactions, e.g. hydrogenation
    • B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/645—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of C=C or C-C triple bonds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/822—Rhodium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Abstract

6-Methylenetetracyclines are hydrogenated by treating a tetracycline with an exocyclic methylene group with H2 in the presence of a catalyst consisting of a complex of rhodium with a tertiary phosphine of formula PR1R2R3, (where R1 and R2 are phenyl opt. substd. by e.g. alkyl, alkoxy, halogen or dialkylamino gps; and R3 and R gamma are alkyl or benzyl gp), in a solvent which dissolves both the tetracycline and the catalyst. The process produces little or no undesired anhydrotetracyclines, the reduction is practically quantitative and the catalyst is stereoselective to the production of the 6 alpha-epimer. [FR2216268A1]
IE159/74A 1973-02-01 1974-01-28 Process for the preparation of tetracyclines IE38797B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US32851473A 1973-02-01 1973-02-01
US36806073A 1973-06-08 1973-06-08
US42827873A 1973-12-26 1973-12-26

Publications (2)

Publication Number Publication Date
IE38797L IE38797L (en) 1974-08-01
IE38797B1 true IE38797B1 (en) 1978-06-07

Family

ID=27406609

Family Applications (1)

Application Number Title Priority Date Filing Date
IE159/74A IE38797B1 (en) 1973-02-01 1974-01-28 Process for the preparation of tetracyclines

Country Status (18)

Country Link
JP (1) JPS5912111B2 (en)
AR (1) AR210453A1 (en)
CA (1) CA1027117A (en)
CH (1) CH589605A5 (en)
DD (1) DD110855A5 (en)
DE (1) DE2403714C2 (en)
ES (1) ES422758A1 (en)
FI (1) FI58492C (en)
FR (1) FR2216268A1 (en)
IE (1) IE38797B1 (en)
IL (1) IL44084A (en)
IN (1) IN138662B (en)
LU (1) LU69288A1 (en)
NL (1) NL166921B (en)
NO (2) NO151585C (en)
PH (1) PH14446A (en)
SE (1) SE435619C (en)
YU (1) YU39915B (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR208347A1 (en) * 1974-12-19 1976-12-20 Pfizer IMPROVEMENT IN THE PRODUCTION OF ALPHA-6-DEOXYTETRACYCLINES
YU41093B (en) * 1978-04-12 1986-12-31 Pliva Pharm & Chem Works Process for preparing 6-deoxy-5hydroxy-tetracycline
US4550096A (en) * 1982-01-19 1985-10-29 Plurichemie Anstalt Homogeneous catalytic system comprising rhodium, hydrazine and phosphine and a process for the preparation of same
PT76061A (en) * 1982-12-30 1983-01-01 Stable homogeneous hydrogenation rhodium catalyst - useful in high yield prodn. of doxycycline by stereospecific hydrogenation
USRE32535E (en) * 1982-01-19 1987-10-27 Plurichemie Anstalt Process for the preparation of α-6-deoxytetracyclines
DK386784A (en) * 1983-08-17 1985-02-18 Hovione Int Ltd PROCEDURE FOR PREPARING ALFA-6-DESOXY-TETRACYCLINES
US4973719A (en) * 1988-10-28 1990-11-27 Ranbaxy Laboratories Limited Process for the production of alpha-6-deoxytetracyclines
EP0391005B1 (en) * 1989-04-03 1991-10-16 Ranbaxy Laboratories, Ltd. Process for the production of alpha-6-deoxytetracyclines
US4987242A (en) * 1988-10-28 1991-01-22 Jagmohan Khanna Hydrogenation catalyst useful in the production of alpha-6-deoxytetracyclines
US5049683A (en) * 1989-01-04 1991-09-17 Houba, Inc. Process for the production of alpha-6-deoxytetracyclines

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3639439A (en) * 1964-12-10 1972-02-01 Shell Oil Co Rhodium (i) halide complexes
US3489786A (en) * 1964-12-10 1970-01-13 Shell Oil Co Hydrogenation process
GB1121643A (en) * 1966-02-07 1968-07-31 Ici Ltd Hydrogenation process
GB1418137A (en) * 1972-02-24 1975-12-17 Ankerfarm Spa Process for the preparation of alpha-6-deoxytetracyclines
AR208347A1 (en) * 1974-12-19 1976-12-20 Pfizer IMPROVEMENT IN THE PRODUCTION OF ALPHA-6-DEOXYTETRACYCLINES

Also Published As

Publication number Publication date
NO151585B (en) 1985-01-21
JPS5912111B2 (en) 1984-03-21
JPS49102662A (en) 1974-09-27
DE2403714A1 (en) 1974-08-22
CH589605A5 (en) 1977-07-15
SE7400879L (en) 1974-09-12
FI58492C (en) 1986-09-05
CA1027117A (en) 1978-02-28
YU39915B (en) 1985-06-30
NO153806B (en) 1986-02-17
NO153806C (en) 1986-05-28
NO151585C (en) 1985-05-08
NO740320L (en) 1974-08-02
IN138662B (en) 1976-03-06
DE2403714C2 (en) 1987-04-09
SE435619C (en) 1985-11-18
AU6490674A (en) 1975-07-31
LU69288A1 (en) 1974-09-25
DD110855A5 (en) 1975-01-12
FI58492B (en) 1980-10-31
AR210453A1 (en) 1977-08-15
SE435619B (en) 1984-10-08
NL7401340A (en) 1974-08-05
IE38797L (en) 1974-08-01
ES422758A1 (en) 1976-08-01
NL166921B (en) 1981-05-15
FR2216268B1 (en) 1978-01-06
FR2216268A1 (en) 1974-08-30
YU25374A (en) 1982-02-28
NO843825L (en) 1974-08-02
PH14446A (en) 1981-07-22
IL44084A0 (en) 1974-05-16
IL44084A (en) 1977-10-31

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