On July 22, 1999, Stolle, Andreas; Antonicek, Horst-Peter; Lensky, Stephen; Voerste, Arnd; Muller, Thomas; Baumgarten, Jorg; Von Dem Bruch, Karsten; Muller, Gerhard; Stropp, Udo; Horvath, Ervin; De Vry, Jean-Marie Viktor; Schreiber, Rudy published a patent.SDS of cas: 259231-26-0 The title of the patent was Preparation of 6-benzyl-5-methylidenehexahydrocyclopenta[c]furan-1-ones as metabotropic glutamate receptor modulators.. And the patent contained the following:
Title compounds [I; A = CH2, CO, CR4OH, (CH2)aCHR5, alkylene, alkenylene, alkynylene; a = 0-4; R4 = H, alkyl; R5 = Ph; R1 = H, (substituted) cycloalkyl, heterocyclyl, benzoheterocyclyl, aryl, etc.; R2, R3 = H, alkyl; DE = CH2C(:CR32R31)CH2, CR33:CR34CHR35, etc.; R31-R35 = H, Ph, alkyl], were prepared for preventing and/or treating diseases caused by the hyper- or hypofunction of the glutamatergic system, especially cerebral ischemia, cranial/cerebral trauma, pain or CNS-mediated cramps (no data). Thus, 2-methoxycarbonyl-4-methylidenecyclopentanecarboxylic acid in THF at -15° was treated with Et3n and EtO2CCl followed by 1 h stirring at room temperature The mixture was filtered and the filtrate in MeOH at -15° was treated with NaBH4 followed by 1 h stirring at room temperature to give 58% (3aS*,6aR*)-5-methylidenehexahydrocyclopenta[c]furan-1-one. The latter in PhMe was was added to LiN(SiMe3)2 in THF/PhMe at -78° followed by warming to room temperature, 1 h stirring, and addition of PhCH2Br to give 68% (3aS*,6aR*)-6a-benzyl-5-methylidenehexahydrocyclopenta[c]furan-1-one. The experimental process involved the reaction of 2-Bromo-4-(bromomethyl)-1-methylbenzene(cas: 259231-26-0).SDS of cas: 259231-26-0
The Article related to benzylmethylidenehexahydrocyclopentafuranone preparation metabotropic glutamate receptor modulator, cyclopentafuranone benzyl methylidene preparation metabotropic glutamate receptor modulator, analgesic benzylmethylidenehexahydrocyclopentafuranone, head trauma treatment benzylmethylidenehexahydrocyclopentafuranone and other aspects.SDS of cas: 259231-26-0
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary