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3-Substituted iodo alkenyl compounds and methods for preparing same
| Details |
Inventors: Sih, Charles J.;
Assignee: Wisconsin Alumni Research Foundation (Madison, WI)
Primary Examiner: Mars; Howard T.
Assistant Examiner:
Attorney, Agent or Firm: Bremer; Howard W.
Compounds of the formula: ##SPC1## Where R is hydrogen, methyl or ethyl; R' is hydrogen, a saturated hydrocarbon chain containing from 1 to about 9 carbon atoms, pentene, hexene, cyclohexyl, or benzyl X is hydrogen, pyranoxy, OR" where R" is a hydrocarbon chain containing from 1 to about 5 carbon atoms or benzyl, ##EQU1## where R"' is a hydrocarbon chain containing from 1 to about 8 carbon atoms or benzyl, or ##EQU2## where R.sub.1 and R.sub.2 are each a hydrocarbon chain containing from 1 to about 5 carbon atoms, and n is an integer from 0 to 5 These compounds are key intermediates in the production of prostaglandins and exhibit antibacterial properties. |
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DETAILED DESCRIPTION Having thus described the invention what is claimed is: 1.
3-hydroxy-1-iodo-1-trans octene.
Description:
This invention relates to compounds which are eminently useful as intermediates in the preparation of prostaglandins and to methods for preparing such compounds.
The prostaglandins are currently of great interest because of the broad physiologic responses which they elicit in animals, including man.
Development of potential application of these compounds has been limited however because of their general unavailability.
If they are prepared by total chemical synthesis the processes are long and tedious and the yields of product are low.
If they are derived from natural sources difficulties are experienced because of the limitation on the source material from which they are extracted and in obtaining them in significant amounts and inconsistencies are encountered in the activities of the compounds extracted on different occasions.
Process for substantially improving the available supply of prostaglandins, as well as new componds which can function as intermediates in the preparation of known prostaglandins or compounds having prostaglandin-like activity are described in co-pending application Ser.
No.
221,058, filed Jan.
26, 1972.
It is the primary purpose of this invention to provide new compounds which find application as key intermediates in the processes of the above-referenced patent application, as well as in other processes, directed to the preparation of known prostaglandins or compounds having prostaglandin-like or anti-prostaglandin-like activity and to methods for preparing such intermediates.
The compounds of this invention also exhibit anti-bacterial activity against gram positive bacteria.
The compounds of this invention have the general formula: ##SPC2## Where R is hydrogen, methyl or ethyl; R' is hydrogen, a saturated hydrocarbon chain containing from 1 to about 9 carbon atoms, pentene, hexene, cyclohexyl, or benzyl X is hydrogen, hydroxy, pyranoxy, OR" where R" is a hydrocarbon chain containing from 1 to about 5 carbon atoms or benzyl, ##EQU3## where R"' is a hydrocarbon chain containing from 1 to about 8 carbon atoms or benzyl, or ##EQU4## where R
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Molecular Biology 
