GB1041018A – 11-oximino-steroids and a process for their preparation and conversion to 11-keto-steroids
– Google Patents
GB1041018A – 11-oximino-steroids and a process for their preparation and conversion to 11-keto-steroids
– Google Patents
11-oximino-steroids and a process for their preparation and conversion to 11-keto-steroids
Info
Publication number
GB1041018A
GB1041018A
GB24766/63A
GB2476663A
GB1041018A
GB 1041018 A
GB1041018 A
GB 1041018A
GB 24766/63 A
GB24766/63 A
GB 24766/63A
GB 2476663 A
GB2476663 A
GB 2476663A
GB 1041018 A
GB1041018 A
GB 1041018A
Authority
GB
United Kingdom
Prior art keywords
steroids
acyloxy
hydroxy
keto
oximino
Prior art date
1962-07-09
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
GB24766/63A
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.)
Roche Palo Alto LLC
Original Assignee
Roche Palo Alto LLC
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.)
1962-07-09
Filing date
1963-06-21
Publication date
1966-09-01
1963-06-21
Application filed by Roche Palo Alto LLC
filed
Critical
Roche Palo Alto LLC
1966-09-01
Publication of GB1041018A
publication
Critical
patent/GB1041018A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
Classifications
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
C07J41/0055—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives
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
C07J1/0003—Androstane derivatives
C07J1/0011—Androstane derivatives substituted in position 17 by a keto group
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07J—STEROIDS
C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
C07J41/0005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
C07J41/0016—Oximes
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
C07J41/0038—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 with an androstane skeleton, including 18- or 19-substituted derivatives, 18-nor derivatives and also derivatives where position 17-beta is substituted by a carbon atom not directly bonded to a further carbon atom and not being part of an amide group
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
C07J41/005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of only two carbon atoms, e.g. pregnane derivatives
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07J—STEROIDS
C07J75/00—Processes for the preparation of steroids in general
Abstract
11 – Oximino – 19 – hydroxy – D 5 – 3 – acyloxy steroids, of the androstane, pregnane and sapogenin series, some of which are novel, are prepared by reacting 19-hydroxy-D 5-3-acyloxy steroids with nitrosyl chloride to produce the corresponding 19-nitrites, and irradiating these with visible or ultraviolet light; and are converted to 19-hydroxy-D 4-3,11-diketo steroids by treatment with a strong organic or mineral acid to produce 19-hydroxy-D 5-3-acyloxy-11-keto steroids and treatment of these by saponification in a basic medium followed by preferential Oppenauer oxidation of the resulting 3,19-dihydroxy-D 5 steroids. The starting materials may contain non-interfering substituents such as 17-keto, 17b -acyloxy with or without a 17a -substituent, 17b -acetyl with or without 17a -acyloxy, a dihydroxyacetone side-chain preferably protected as a 17,20; 20,21-bismethylenedioxy group, a 16-acyloxy or -methyl group, a 16a ,17a -isopropylidenedioxy group, or a D 16-double bond.
GB24766/63A
1962-07-09
1963-06-21
11-oximino-steroids and a process for their preparation and conversion to 11-keto-steroids
Expired
GB1041018A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
US208605A
US3147250A
(en)
1962-07-09
1962-07-09
Process for preparing 11-oximino-delta5-steroids and products thereof
Publications (1)
Publication Number
Publication Date
GB1041018A
true
GB1041018A
(en)
1966-09-01
Family
ID=22775231
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB24766/63A
Expired
GB1041018A
(en)
1962-07-09
1963-06-21
11-oximino-steroids and a process for their preparation and conversion to 11-keto-steroids
Country Status (2)
Country
Link
US
(1)
US3147250A
(en)
GB
(1)
GB1041018A
(en)
1962
1962-07-09
US
US208605A
patent/US3147250A/en
not_active
Expired – Lifetime
1963
1963-06-21
GB
GB24766/63A
patent/GB1041018A/en
not_active
Expired
Also Published As
Publication number
Publication date
US3147250A
(en)
1964-09-01
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