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Synthesis of 17α-4-amino- and 4-iodophenylestradiols

✍ Scribed by Nicolas Foy; Elie Stéphan; Gérard Jaouen

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
67 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

17a-(4-aminophenyl) estradiol 4 was prepared in three steps starting from commercial estrone. The key step is the addition of aryllithium 2 to the carbonyl at C17 on a protected estrone, which is only possible by activation. The adduct 3b can be transformed into 17a-(4-iodophenyl) estradiol 7 by a Sandmeyer-type reaction with concomitant deprotection.

📜 SIMILAR VOLUMES

An improved synthesis of 4-azido-4-deoxy
An improved synthesis of 4-azido-4-deoxy- and 4-amino-4-deoxy-α,α-trehalose and their epimers
✍ Rafik W. Bassily; Ramadan I. El-Sokkary; Basim Azmy Silwanis; Asaad S. Nematalla 📂 Article 📅 1993 🏛 Elsevier Science 🌐 English ⚖ 826 KB

The order of esterification of the eight hydroxyl groups of cu,cY-trehalose is HO-6,6' > HO-2,2' > HO-3,3' > HO-4,4'. Under the appropriate conditions of benzoylation, the heptabenzoate with HO-4' free was obtained in good yield (58%), along with the octabenzoate and the hexabenzoate having HO-4,4'