Abstract:
PROBLEM TO BE SOLVED: To provide a method for preparing quinoline-substituted carbonate and carbamate compounds which are important intermediates in the synthesis of a 6-O-substituted macrolide antibiotic material. SOLUTION: The carbonate or carbamate derivative expressed by the formula: R 1 -CH=CHCH 2 OC(O)-X-R 2 (I) is obtained by coupling a haloquinoline with propargyl alcohol in the presence of a base and a palladium-based catalyst to form an alkynol, reducing it to make an alkenol and then reacting it with an acylation reagent. COPYRIGHT: (C)2011,JPO&INPIT
Abstract:
The invention relates to a process for preparing quinoline-substituted carbonate and carbamate compounds, which are important intermediates in the synthesis of 6-O-substituted macrolide antibiotics. The process employs metal-catalyzed coupling reactions to provide a carbonate or carbamate of formula (I) or (II) or substrate that can be reduced to obtain the same.
Abstract:
The invention relates to a process for preparing carbonate and carbamate compounds, which are important intermediates in the synthesis of 6-O-substituted macrolide antibiotics. The process employs metal-catalyzed coupling reactions to provide a carbonate or carbamate of formula (I) or a substrate that can be reduced to obtain the same. €ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒR 1 -CH=CHCH 2 OC(O)-X-R 2 €ƒ€ƒ€ƒ€ƒ€ƒ(I)
Abstract:
The invention relates to a process for preparing carbonate and carbamate compounds, which are important intermediates in the synthesis of 6-O-substituted macrolide antibiotics. The process employs metal-catalyzed coupling reactions to provide a carbonate or carbamate of formula (I) or a substrate that can be reduced to obtain the same. €ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒR 1 -CH=CHCH 2 OC(O)-X-R 2 €ƒ€ƒ€ƒ€ƒ€ƒ(I)
Abstract:
The invention relates to a process for preparing carbonate and carbamate compounds, which are important intermediates in the synthesis of 6-O-substituted macrolide antibiotics. The process employs metal-catalyzed coupling reactions to provide a carbonate or carbamate of formula (I) or a substrate that can be reduced to obtain the same. €ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒR 1 -CH=CHCH 2 OC(O)-X-R 2 €ƒ€ƒ€ƒ€ƒ€ƒ(I)
Abstract:
Ηεφεύρεσηαφοράσεμιαμέθοδογιαπαρασκευήκινολινο-υποκατεστημένωνενώσεωνανθρακικούκαικαρβαμικού, οιοποίεςείναισημαντικάενδιάμεσαστηνσύνθεσητωναντιβιοτικών 6-O-υποκατεστημένουμακρολιδίου. Ημέθοδοςχρησιμοποιείτιςκαταλυόμενεςαπόμέταλλοαντιδράσειςσύζευξηςγιαναπαρέχειανθρακικόή καρβαμικότουτύπου (Ι) ή (II) ήυπόστρωμαπουμπορείναανάγεταιγιαναληφθούναυτά.
Abstract:
Un procedimiento de preparación de un compuesto de fórmulaR1-CH>=CHCH2OC(O)-X-R2 (I),dondeR1 es quinolilo eventualmente substituido con uno o más de:(i) alquilo,(ii) alcoxi,(iii) arilo,(iv) nitro y(v) halo;R2 es alquilo C1-C10;X es -O- o -NR3; yR3 es hidrógeno, alquilo C1-C6 o arilo; o R2 y R3, tomados conjuntamente, forman un anillo aromático o noaromático, que comprende las etapas de:(a) preparación de un intermediario seleccionado entre:(i) R1-CºCCH2OR4, donde R4 es hidrógeno o un grupo hidroxi-protector;(ii) R1-CºC-CH2-OC(O)-X-R2;(b) reducción o desprotección de un intermediario obtenido en la etapa (a); y(c) copulación eventual del compuesto obtenido en la etapa (b) con un reactivo acilante.
Abstract:
The invention relates to a process for preparing quinoline-substituted carbonate and carbamate compounds, which are important intermediates in the synthesis of 6-O-substituted macrolide antibiotics. The process employs metal-catalyzed coupling reactions to provide a carbonate or carbamate of formula (I) or (II) or a substrate that can be reduced to obtain the same.