GB851741A - Improvements in or relating to the preparation of 6-methyl steroid compounds - Google Patents
Improvements in or relating to the preparation of 6-methyl steroid compoundsInfo
- Publication number
- GB851741A GB851741A GB2716257A GB2716257A GB851741A GB 851741 A GB851741 A GB 851741A GB 2716257 A GB2716257 A GB 2716257A GB 2716257 A GB2716257 A GB 2716257A GB 851741 A GB851741 A GB 851741A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- acyloxy
- spirostan
- methyl
- preparation
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
-
- 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
-
- 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
The invention comprises steroid compounds of the general formulae <FORM:0851741/IV(b)/1> <FORM:0851741/IV(b)/2> wherein R represents an acyl group containing up to 10 carbon atoms, and a process for the preparation of 3b -hydroxy-6-methyl-25D-spirost -5-ene and the corresponding 3b -acyloxy compound by reacting 3b -acyloxy-25D-spirost-5-ene with a hypobromous acid or with N-bromoacetamide and perchloric acid to form a 3b -acyloxy-5a -bromo-25D- spirostan-6b -ol, oxidising this compound to form a 3b -acyloxy-5a -bromo-25D-spirostan-6-one, replacing the bromine atom in this compound by hydrogen to form a 3b -acyloxy-5a :25D-spirostan-6-one, reacting this compound with a methyl magnesium halide and reacylating the product to form a 3b -acyloxy-6a -methyl-5a :25D-spirostan-6b -ol, and dehydrating this compound with thionyl chloride in a tertiary base such as pyridine to form the desired 3b -acyloxy compound which may be hydrolysed to the corresponding 3b -hydroxy compound. One detailed example is given illustrating the above process with particular reference to the 3b -acetoxy starting compound, intermediate products and final product which is then hydrolysed as above. Specifications 841,870 and 851,742 are referred to.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2716257A GB851741A (en) | 1957-08-28 | 1957-08-28 | Improvements in or relating to the preparation of 6-methyl steroid compounds |
CH6338558A CH375346A (en) | 1957-08-28 | 1958-08-28 | Process for the preparation of methylpregnadien-20-ones |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2716257A GB851741A (en) | 1957-08-28 | 1957-08-28 | Improvements in or relating to the preparation of 6-methyl steroid compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB851741A true GB851741A (en) | 1960-10-19 |
Family
ID=10255208
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2716257A Expired GB851741A (en) | 1957-08-28 | 1957-08-28 | Improvements in or relating to the preparation of 6-methyl steroid compounds |
Country Status (2)
Country | Link |
---|---|
CH (1) | CH375346A (en) |
GB (1) | GB851741A (en) |
-
1957
- 1957-08-28 GB GB2716257A patent/GB851741A/en not_active Expired
-
1958
- 1958-08-28 CH CH6338558A patent/CH375346A/en unknown
Also Published As
Publication number | Publication date |
---|---|
CH375346A (en) | 1964-02-29 |
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