On March 24, 1993, Gilbert, Kevin; Williams, Peter D.; Hobbs, Doug W.; Evans, Ben E.; Veber, Daniel F. published a patent.Electric Literature of 53838-27-0 The title of the patent was Preparation of hydantoin and succinimide-substituted spiroindanylcamphorsulfonyl derivatives as oxytocin and vasopressin antagonists. And the patent contained the following:
Title compounds [I; R = substituted (unsaturated) 5- or 6-membered heterocyclyl containing 1-3 of N, O, or S], were prepared as oxytocin antagonists (no data). Thus, indene in THF was treated with LiN(SiMe3)2 and then with (ClCH2CH2)2NCO2CMe3 (preparation given) to give 1′-(tert-butoxycarbonyl)spiro(indene-1,4-piperidine), which was deprotected and acylated with (+)-10-comphorsulfonyl chloride followed by oximation and reduction with H2/Raney Ni to give endo-I (R = NH2). This was treated with 4-nitrophenyl chloroformate/Et3N, then with H-His-OMe.2HCl/Et3N, and finally with NaH in EtOH to give I (R = Q). The experimental process involved the reaction of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate(cas: 53838-27-0).Electric Literature of 53838-27-0
The Article related to bicycloheptylmethylsulfonylspiroindanepiperidine oxytocin antagonist, spiroindanepiperidine bicycloheptylmethylsulfonyl preparation, preterm labor prevention spiroindenepiperidine, dysmenorrhea treatment spiroindanepiperidine, vasopressin antagonist spiroindanepiperidine, hydantoin spiroindanylcamphorsulfonyl oxytocin antagonist and other aspects.Electric Literature of 53838-27-0
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