GB977770A - Oxidation of hydroxy steroids - Google Patents

Oxidation of hydroxy steroids

Info

Publication number
GB977770A
GB977770A GB141863A GB141863A GB977770A GB 977770 A GB977770 A GB 977770A GB 141863 A GB141863 A GB 141863A GB 141863 A GB141863 A GB 141863A GB 977770 A GB977770 A GB 977770A
Authority
GB
United Kingdom
Prior art keywords
hydroxy
pregnene
androstene
benzoate
diketo
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
GB141863A
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.)
Organon Laboratories Ltd
Original Assignee
Organon Laboratories Ltd
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 Organon Laboratories Ltd filed Critical Organon Laboratories Ltd
Publication of GB977770A publication Critical patent/GB977770A/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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

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

Abstract

Primary and secondary steroid alcohols are oxidized to the corresponding aldehydes and ketones with chromic acid in the presence of an N,N-dialkyl-acylamine, an acid, and water. The process, which is preferably effected with dimethylformamide, chromium trioxide, sulphuric acid and 2 to 15% by volume of water calculated on the amount of amide used, may be applied to steroids of the androstane, pregnane, cholane, cholestane and spirostane series. Examples describe the conversion of (1) 19-hydroxy-testosterone 17-benzoate 19-oxo-testosterone 17-benzoate; (2) D 4-3, 17-diketo-19-hydroxy-androstene to D 4-3, 17, 19-trioxo-androstene; (3) D 4- 17b -hydroxy-oestrene to D 4- 17 - keto-oestrene; (4) D 5-3, 17, 19-trihydroxy-androstrene 3-acetate-17-benzoate to D 5-3, 17-dihydroxy-19-oxo-androstene 3-acetate-17-benzoate; (5) D 5-3, 17-diacetoxy-19-hydroxy-androstene to D 5-3, 17-diacetoxy-19-oxo-androstene; (6) 3a -hydroxy-11, 20-diketo-pregnene to 3, 11, 20-triketo-pregnene; (7) D 4-3, 20-diketo-19-hydroxy-pregnene to D 4-3, 19, 20-trioxo-pregnene; and (8) D 5-3b -acetoxy-19-hydroxy-20-keto-pregnene to D 5-3b -acetoxy-19, 20-dioxo-pregnene.
GB141863A 1962-01-24 1963-01-11 Oxidation of hydroxy steroids Expired GB977770A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL273942 1962-01-24

Publications (1)

Publication Number Publication Date
GB977770A true GB977770A (en) 1964-12-16

Family

ID=19753560

Family Applications (1)

Application Number Title Priority Date Filing Date
GB141863A Expired GB977770A (en) 1962-01-24 1963-01-11 Oxidation of hydroxy steroids

Country Status (3)

Country Link
CH (1) CH421094A (en)
DK (1) DK104169C (en)
GB (1) GB977770A (en)

Also Published As

Publication number Publication date
DK104169C (en) 1966-04-18
CH421094A (en) 1966-09-30

Similar Documents

Publication Publication Date Title
GB977770A (en) Oxidation of hydroxy steroids
GB1190257A (en) Improvements in or relating to the Preparation of Aldehydes and Ketones
GB1127749A (en) A 19-nor-pregnane steroid and its preparation
GB1073588A (en) Oxidation of alcohols
GB1073989A (en) 10ª‰-n-propyl steroids and processes for their preparation
Djerassi et al. Communications-8-Isoprogesterone
GB935108A (en) 21-methyl steroids
ES278332A1 (en) A procedure for the preparation of new a-nor b-homo steroids (Machine-translation by Google Translate, not legally binding)
GB915107A (en) Process for the production of í~-androstadiene-3.17-dione
GB723749A (en) Steroids
GB716676A (en) Steroids
GB908770A (en) A new steroid compound and its formation
GB1213118A (en) PROCESS FOR PREPARING 9alpha-FLUORO-16-METHYLENE-PREDNISOLONE OR PREDNISONE, AND 21-ESTERS THEREOF
GB970483A (en) New 17-desoxy corticosteroids and processes for their preparation
GB729595A (en) Manufacture of compounds of the steroid series
GB826395A (en) Preparation of í¸-steroids
CA593295A (en) Dehydration of hydroxy steroids of the androstane and pregnane series
SE303281B (en)
GB905526A (en) Improvements in or relating to epoxysteroids
CA629537A (en) Steroids of the pregnane series with an oxygen function in 16-position
GB1045476A (en) 8ª‰-substituted-11ª‰-hydroxysteroids and their preparation
GB806162A (en) Steroidal compounds
ES279849A1 (en) A procedure to obtain delta4,6-3-ceto esteroides from the andrºstano and pregnano series (Machine-translation by Google Translate, not legally binding)
GB943598A (en) New aminomethyl- and aminomethylene-steroids and process for their manufacture
GB1117406A (en) Process for dehydrohalogenating organic compounds