The synthesis of furan-based secoprostacyclins

✍ Scribed by John Saunders; David C. Tipney; Peter Robins

• Book ID: 104221690
• Publisher: Elsevier Science
• Year: 1982
• Tongue: French
• Weight: 187 KB
• Volume: 23
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)88371-9

✦ Synopsis

Furan-based secoprostacycllns (2-6) have been syntheslsed by two routes dlfferlng In the stage at which the-furan ring 1s generated.

In contrast to the classical prostaglandlns (PG), prostacyclln (PG12, 1) has a direct effect on the tuberular reabsorption of sodium In the k1dney.l.

Since the Merck group had shown2. useful, PG-like actlvlty may St111 be retalned In very simple prostanold derlvatlves (termed secoprostaglandins), we decided to make sunpler, stable analogues of PG12 to test as novel dluretlc agents.

Furan-based secoprostacycllns (2-6) combined these features, the furan ring provides the crItIcal sp2-character at C-6 (FGrnumberlng) and also Incorporates the enol-ether functlonallty Into a more stable environment