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Title: The synthesis of the macrolide antibiotic (±)-pyrenophorin
Author: Purcell, Thomas Andrew
ISNI:       0000 0001 3502 9397
Awarding Body: University of Glasgow
Current Institution: University of Glasgow
Date of Award: 1973
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The synthesis of the macrolide antibiotic (+/-)-pyrenophorin (1) is described. The molecular sieve promoted cyclisation of the hydroxy methyl ester (135) failed in our hands but the hydroxy-acid (190) was successfully converted to the dithioacetal of (1) using N,N'-carbonyldiimidazole (207) and 1,5-diazabicyclo(4,3,0)-non-5-ene (147). A novel method of removing p-toluenesulphonylethyl esters (166) is reported as is a new simple technique of hydroxyl alkyl-ation involving molecular sieves and sodium hydrogen carbonate.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available