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ES351661A1 - Procedure for the manufacture of new 18-methyl-19-nor-17-alpha-hydroxyprogesterons and their 3-enol-17-di-0-17-monoesteres. (Machine-translation by Google Translate, not legally binding) - Google Patents

Procedure for the manufacture of new 18-methyl-19-nor-17-alpha-hydroxyprogesterons and their 3-enol-17-di-0-17-monoesteres. (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES351661A1
ES351661A1 ES351661A ES351661A ES351661A1 ES 351661 A1 ES351661 A1 ES 351661A1 ES 351661 A ES351661 A ES 351661A ES 351661 A ES351661 A ES 351661A ES 351661 A1 ES351661 A1 ES 351661A1
Authority
ES
Spain
Prior art keywords
methyl
alpha
enol
diol
ether
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
ES351661A
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.)
Bayer Pharma AG
Original Assignee
Schering AG
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 Schering AG filed Critical Schering AG
Publication of ES351661A1 publication Critical patent/ES351661A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
    • 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
    • C07J41/0077—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom
    • C07J41/0083—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom substituted in position 11-beta by an optionally substituted phenyl group not further condensed with other rings
    • 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

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Steroid Compounds (AREA)

Abstract

The novel 18 - methyl - 19 - nor - 17[alpha] - hydroxy - progesterone, the corresponding 4,6 - diene and their 3 - enol - 17[alpha] - diesters and 17[alpha]- monoesters are prepared by reducing by the Birch method or electrolytically an 18 - methyl- 19 - nor - #1,3,5(10) - pregnatriene - 3,17[alpha]- diol - 20 - one 3 - alkyl ether 20 - ketal and hydrolysing the product (the corresponding #2,5(10) - diene) to give 18 - methyl - 19 - nor- 17[alpha] - hydroxy - progesterone and, if desired, converting this to the other products by standard procedures. 20,20 - Ethylenedioxy - 18 - methyl - 19 - nor- #1,3,5(10) - pregnatriene - 3,17[alpha] - diol 3 - methyl ether is prepared by oxidizing 3 - methoxy - 18- methyl - #1'3'5(10) - estratrien - 17# - ol to the 17- one, converting this to 17[alpha] - ethynyl - 18 - methyl- #1'3,5(10) - estratrien - 3,17# - diol 3 - methyl ether, dehydrating this to 17 - ethynyl - 18 - methyl- #1'3'5(10)'16 - estratetraen - 3 - ol 3 - methyl ether, hydrating this in the presence of a mercury salt to give 18 - methyl - 19 - nor - #1,3,5(10),16 - pregnatetraen - 3 - ol - 20 - one 3 - methyl ether, epoxidizing this to give 16[alpha],17[alpha] - oxido - 18 - methyl- 19 - nor - #1'3'5(10) - pregnatrien - 3 - ol - 20 - one 3 - methyl ether, converting this via the 16, 17- bromohydrin into 18 - methyl - 19 - nor - #1,3,5(10)- pregnatriene - 3,17[alpha] - diol - 20 - one 3 - methyl ether and ketalizing this.
ES351661A 1967-05-05 1968-03-15 Procedure for the manufacture of new 18-methyl-19-nor-17-alpha-hydroxyprogesterons and their 3-enol-17-di-0-17-monoesteres. (Machine-translation by Google Translate, not legally binding) Expired ES351661A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DESC040657 1967-05-05

Publications (1)

Publication Number Publication Date
ES351661A1 true ES351661A1 (en) 1969-06-01

Family

ID=7435799

Family Applications (1)

Application Number Title Priority Date Filing Date
ES351661A Expired ES351661A1 (en) 1967-05-05 1968-03-15 Procedure for the manufacture of new 18-methyl-19-nor-17-alpha-hydroxyprogesterons and their 3-enol-17-di-0-17-monoesteres. (Machine-translation by Google Translate, not legally binding)

Country Status (13)

Country Link
AT (1) AT279819B (en)
BE (1) BE714593A (en)
CA (1) CA923891A (en)
CH (2) CH581150A5 (en)
CS (1) CS150217B2 (en)
DK (1) DK119976B (en)
ES (1) ES351661A1 (en)
FI (1) FI45175C (en)
FR (2) FR1581520A (en)
GB (1) GB1226356A (en)
NL (1) NL160276C (en)
NO (1) NO127194B (en)
SE (1) SE335856B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5655400A (en) * 1979-10-12 1981-05-15 Mitsubishi Chem Ind Ltd Improved preparation process of 4,6-dien-3-one steroid
HU216828B (en) * 1995-12-22 1999-09-28 Richter Gedeon Vegyészeti Gyár Rt. Steroids, process for producing them, pharmaceutical compositions containing them and their intermediates
HUP0301332A3 (en) * 2003-05-14 2006-04-28 Richter Gedeon Vegyeszet New mono-and bismethylene steroid derivatives and process for their synthesis and pharmaceutical compositions containing them

Also Published As

Publication number Publication date
NL6806348A (en) 1968-11-06
CA923891A (en) 1973-04-03
NO127194B (en) 1973-05-21
FI45175C (en) 1972-04-10
SE335856B (en) 1971-06-14
GB1226356A (en) 1971-03-24
DK119976B (en) 1971-03-22
NL160276B (en) 1979-05-15
FR1581520A (en) 1969-09-19
BE714593A (en) 1968-11-04
AT279819B (en) 1970-03-25
DE1643020A1 (en) 1971-04-15
FI45175B (en) 1971-12-31
CH563408A5 (en) 1975-06-30
NL160276C (en) 1979-10-15
CH581150A5 (en) 1976-10-29
FR8084M (en) 1970-07-20
CS150217B2 (en) 1973-09-04

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