http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-776858-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_7780e9d205ef3d354fe484bbc65b155c |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J5-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J5-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 |
filingDate | 1955-10-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1957-06-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-776858-A |
titleOfInvention | Process for producing cyclopentanophenanthrene compounds |
abstract | 21-Iodo-20-keto steroids of the pregnane and 19-norpregnane series are prepared by reacting the corresponding 21-unsubstituted steroid with iodine in the presence of an inert organic solvent and an inorganic alkali, particularly an alkali metal hydroxide or carbonate, or an alkaline earth metal oxide or hydroxide. Preferred solvents are those of non-ketonic nature, e.g. tetrahydrofuran, dimethyl formamide or dioxan, containing a minor proportion of a lower aliphatic alcohol. A slight excess of one molar equivalent of iodine is normally used, with preferably between four and six molar equivalents of alkali/mole, steroid. The preferred starting steroids are of the general formula <FORM:0776858/IV(b)/1> wherein A is H or -CH3; B is H, Cl, or F; X is >CH2, >CHOH, >CH ... OH, or >C=O; Y is C17 hydrogen, C17-OH, or a 16,17-oxido group; Y1 is H or -OH; and Z denotes either a saturated ring A or ring A unsaturated at C1:2 and/or C4:5. In examples: (1) D 4-pregnen17a -ol-3,20-dione in tetrahydrofuran/methanol is treated with iodine at 0 DEG C., and then dropwise with 10 per cent aqueous NaOH until colourless, yielding a precipitate of 21-iodo-D 4-pregnen - 17a - ol - 3,20 - dione, characterized by conversion to the corresponding 21-acetoxy compound by treatment with potassium acetate in acetone; similarly (2) to (5), are prepared the following D 4-pregnene-3,20-diones: 21-iodo-16a , 17a -oxido-, 21-iodo-, 21-iodo-19-nor-17a -hydroxy-, and 21-iodo-11b , 14a , 17a -trihydroxy-, and (6) to (8) using calcium oxide as the alkali: 21-iodo- and 21-iodo-17a -hydroxy-D 4-pregnene-3.20-dione, and 21-iodo-D 1,4-pregnadien - 17a - ol-3,20-dione. All are converted into the 21-acetoxy derivatives as in (1). Specifications 693,990 and 762,308 are referred to. |
priorityDate | 1954-10-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 44.