PROCEDIMENTO DI SINTESI TOTALE, PER L'OTTENIMENTO DI UNA CATEGORIA DI PRODOTTI DERIVATI A STRUTTURA INDOLICA DEL TIPO DELLA TRIPTAMINA IN PARTICOLARE DI DI MELATONINA O N-ACETI 5-METOSSITRIPTAMINA AD ELEVATO GRADO DI PUREZZA E FACILMENTE SOLUBILE UTILIZZABILE IN SPECIE PER IMPIEGHI TERAPEUTICI E QUALE FARMACO PER LA CURA DELLE SINDROMI DA
Prodn. of 5-methoxytryptamine (I) or melatonin, i.e. N-acetyl-5-methoxytryptamine (II) is effected by (a) reacting K phthalimide with 1,3-dibromopropanee to form N-(3-bromopropyl)phthalimide (II); (b) reacting (III) with ethyl acetoacetate in the presence of NaOEt to form ethyl 2-acetyl-5-phthalimid...
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Zusammenfassung: | Prodn. of 5-methoxytryptamine (I) or melatonin, i.e. N-acetyl-5-methoxytryptamine (II) is effected by (a) reacting K phthalimide with 1,3-dibromopropanee to form N-(3-bromopropyl)phthalimide (II); (b) reacting (III) with ethyl acetoacetate in the presence of NaOEt to form ethyl 2-acetyl-5-phthalimido-pentanoate (IV); (c) reacting (IV) with diazotised p-anisidine to form 2-ethoxycarbonyl-5-methoxy-3-(2-phthalimidoethyl) indole (V); (d) treating (V) with 2N NaOH and then 20% H2SO4 to form crude (I); (e) purifying (I) by reaction with hexamethyldisilazane (HMDS) followed by hydrolysis with aq. MeOH; and opt. (f) acetylating the prod. to form (II). |
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