GB1313584A - Process for the conversion of 1 3-hydroxy-5,6-oxido group of a steroid into a delta 4-3-oxo group and intermediates obtained therein - Google Patents

Process for the conversion of 1 3-hydroxy-5,6-oxido group of a steroid into a delta 4-3-oxo group and intermediates obtained therein

Info

Publication number
GB1313584A
GB1313584A GB1919670A GB1919670A GB1313584A GB 1313584 A GB1313584 A GB 1313584A GB 1919670 A GB1919670 A GB 1919670A GB 1919670 A GB1919670 A GB 1919670A GB 1313584 A GB1313584 A GB 1313584A
Authority
GB
United Kingdom
Prior art keywords
oxo
hydroxy
grouping
steroid
iodo
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
GB1919670A
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.)
Novartis AG
Original Assignee
Ciba Geigy 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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1313584A publication Critical patent/GB1313584A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J5/00Normal 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

1313584 3,5-Dihydroxy-6-iodo steroids and their use in the preparation of #<SP>4</SP>-3-oxo-steroids CIBA-GEIGY AG 22 April 1970 [22 April 1969] 19196/70 Heading C2U A 3-hydroxy-5α,6α-oxido grouping in a steroid is converted into a #<SP>4</SP>-3-oxo grouping by treating the starting material with 1 mol equivalent of hydrogen iodide, oxidizing the resulting 3-hydroxy-6#,5α-iodohydrin to the corresponding 3-ketone and treating this with a dehydrating agent capable of converting a 3-oxo-5α-hydroxy grouping to a #<SP>4</SP>-3-oxo grouping or a reducing agent capable of converting a halohydrin to an olefine, with deiodination of any #<SP>4</SP>-6-iodo-3-oxo compound formed or isomerization of any #<SP>5</SP>-3-oxo compound formed. In the products functionally converted hydroxy or oxo groups may be liberated and/or free OH groups may be esterified, etherified, acetalized or ketalized. Novel intermediates are 3α,5α or 3#,5α-dihydroxy-6#-iodo-pregnane compounds.
GB1919670A 1969-04-22 1970-04-22 Process for the conversion of 1 3-hydroxy-5,6-oxido group of a steroid into a delta 4-3-oxo group and intermediates obtained therein Expired GB1313584A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US81843469A 1969-04-22 1969-04-22

Publications (1)

Publication Number Publication Date
GB1313584A true GB1313584A (en) 1973-04-11

Family

ID=25225526

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1919670A Expired GB1313584A (en) 1969-04-22 1970-04-22 Process for the conversion of 1 3-hydroxy-5,6-oxido group of a steroid into a delta 4-3-oxo group and intermediates obtained therein

Country Status (10)

Country Link
JP (1) JPS5028955B1 (en)
AT (1) AT325220B (en)
CA (1) CA947274A (en)
CH (1) CH552578A (en)
DE (1) DE2019073A1 (en)
FR (1) FR2042357B1 (en)
GB (1) GB1313584A (en)
NL (1) NL7005131A (en)
PL (1) PL80621B1 (en)
SU (1) SU399118A3 (en)

Also Published As

Publication number Publication date
CA947274A (en) 1974-05-14
FR2042357A1 (en) 1971-02-12
DE2019073A1 (en) 1970-11-05
FR2042357B1 (en) 1973-12-21
PL80621B1 (en) 1975-08-30
AT325220B (en) 1975-10-10
SU399118A3 (en) 1973-09-27
NL7005131A (en) 1970-10-26
JPS5028955B1 (en) 1975-09-19
CH552578A (en) 1974-08-15

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees