𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis and physicochemical properties of [19, 20-13C]-17α-ethinylestradiol

✍ Scribed by G.P.B. Kraan; N.M. Drayer; J. Koek; C. Hummelen; W. Vaalburg

Publisher
Elsevier Science
Year
1988
Weight
66 KB
Volume
39
Category
Article
ISSN
0883-2889

No coin nor oath required. For personal study only.

✦ Synopsis

A mixture of 5-benzylidene-4,5-dihydro-4-oxo-3-phenylfuran--2-carboxylic acid (G. Kollenz et al., J.Chem. Res. (S) 1985,288) and its decarbonylation product namely 5-benzylidene-4-hydroxy-3-phenylfuran-2(5H)-one ("pulvinone", the parent compound of the biologically active natural 4-ylidenetetronic acids) is obtained in low yield from hydrolysis of 3,3,4,4-tetrahydroxy-5-phenyl-4,5 -dihydrofuran-2(3H)-one ("4-phenyl-2,3-diketobutyrolactone") in neutral solution. With aid of C-13 labeling it is shown that the lactone carbonyl carbon of the educt is eliminated as CO 2. Furthermore phenylpyruvic acid (PPA) could be an essential inter mediate, made evident from adding ~-14] PPA to the reaction mixture and incorporation of the label into the carboxylic acid moiety of the corresponding furan-2-carboxylic acid. Possible reaction pathways are discussed.

📜 SIMILAR VOLUMES

The Synthesis of 5,11,17-Trihalotetracyc
The Synthesis of 5,11,17-Trihalotetracyclo [13.3.1.13,7.19,13]henicosa-1 (19),3,5,7 (20),9,11,13 (21), 15,17-nonaene-19,20,21-triols and 5,11,17-trihalo-19,20,21-trihydroxytetracyclo [13.3.1.13,7. 19,13]henicosa-1 (19),3,5,7 (20),9,11,13(21), 15,17-nonaene-8,14-dione [1]. Cyclo-derivatives of Phloroglucide Analogues
✍ Ali A. Moshfegh; Effat Beladi; Lida Radnia; Afsaneh S. Hosseini; Soosan Tofigh; 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 German ⚖ 407 KB

## Abstract The synthesis of the title compounds (**1** and **3**) is described. Some of the compounds prepared were found to be active against a number of pathogenic microorganisms __in vitro.__ Structure‐activity relationship is briefly discussed.