Discovery of substituted 8,9-dicarboxyldibenzo [2,3:5,6] bicyclo [5.2.0] nonan-4-ones with moderate binding affinity to the endothelin ETA and ETB receptors

Reactions of 4-Oxoalkanoic Acids, 4. Syn

Reactions of 4-Oxoalkanoic Acids, 4. Synthesis of (±)-6-Alkyl-5-oxa-1-azabicyclo[4.3.0]nonan-9-ones, (±)-5-Alkyl-4-oxa-1-azabicyclo[3.3.0]octan-8-ones, and Substituted 1,6-Dioxa-3,8-diazacyclodecanes by Reaction of Ethyl 4-Oxoalkanoates with 3-Aminopropanol and 2-Aminoethanol

✍ Wedler, Christine ;Schick, Hans ;Scharfenberg-Pfeiffer, Doris ;Reck, Günter 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 English ⚖ 432 KB

## Abstract Ethyl 4‐oxoalkanoates 1 react at ambient temperature in dry methanol in the presence of molecular sieve 3 Å in almost quantitative yield with 3‐aminopropanol and 2‐aminoethanol to form the bicyclic lactams __rac__‐2 and __rac__‐3, respectively. Surprisingly, the (±)‐5‐alkyl‐4‐oxa‐1‐azab