| Title | Intramolecular Nonbonded S...N Interaction in Rabeprazole. | | Author(s) | Hayashi K, Ogawa S, Sano S, Shiro M, Yamaguchi K, Sei Y, Nagao Y | | Institution | College of Pharmacy, Kinjo Gakuin University. | | Source | Chem Pharm Bull (Tokyo) 2008; 56(6):802-806. | | Abstract | Intramolecular nonbonded S...N interactions in the crystal structures of the derivatives (7a-d) of sodium rabeprazole (1) and an intermolecular nonbonded S...N interaction between ethylmethylsulfoxide and pyridine in a solution were recognized. These results made us estimate that the intramolecular nonbonded S...N interaction existed in 1 and its derivatives in a solution, and formed the 4-membered quasi-ring in 2 (Fig. 1) followed by the increase of the reactivity of 2 to give the putative spiro sulfoxide 3, which is the key intermediate in the reaction cascade of 1 (Chart 1). | | Language | ENG | | Pub Type(s) | JOURNAL ARTICLE
| | PubMed ID | 18520084 |
|
