Dimethyl 2-[23-oxo-22,24-diphenyl-8,11,14-trioxa-25-azatetracyclo[19.3.1.0^2,7.0^15,20]pentacosa-2,4,6,15(20),16,18-hexaen-25-yl]but-2-enedioate

Abstract

The title compound, C39H37NO8, is a product of the Michael addition of the cyclic secondary amine subunit of aza-14-crown-4 ether to dimethyl acetyl­enedicarboxyl­ate. The piperidinone ring exhibits a distorted chair conformation and the dimethyl acetyl­enedicarboxyl­ate fragment has a cis configuration with a dihedral angle of 56.61 (5)° between the two carboxyl­ate groups. The crystal packing is stabilized by the weak C—H⋯O hydrogen bonds.

Dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diazapentacyclo[19.5.1.122,26.02,7.015,20]octacosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate

“…For general background, see: Hiraoka (1982); Pedersen (1988); Schwan & Warkentin (1988); Gokel & Murillo (1996); Bradshaw & Izatt (1997). For related compounds, see: Levov et al (2006Levov et al ( , 2008; Komarova et al (2008); Anh et al (2008); Anh, Hieu, Soldatenkov, Kolyadina & Khrustalev (2012a,b); Anh, Hieu, Soldatenkov, Soldatova & Khrustalev (2012); Hieu et al (2011); Khieu et al (2011); Sokol et al (2011).…”

24-Acetyl-8,11,14-trioxa-24,27-diazapentacyclo[19.5.1.122,26.02,7.015,20]octacosa-2,4,6,15(20),16,18-hexaen-28-one

“…For general background to the design, synthesis and applications of macrocyclic ligands for coordination and supramolecular chemistry, see: Hiraoka (1978); Pedersen (1988); Gokel & Murillo (1996); Bradshaw & Izatt (1997). For related compounds, see: Levov et al (2006Levov et al ( , 2008; Komarova et al (2008); Anh et al (2008Anh et al ( , 2012a; Hieu et al (2011); Khieu et al (2011); Sokol et al (2011).…”

“…Design, synthesis and applications of macrocyclic ligands for coordination and supramolecular chemistry draw very great attention of investigators during the last several decades (Hiraoka, 1978;Pedersen, 1988;Gokel & Murillo, 1996;Bradshaw & Izatt, 1997). Recently we have developed the effective methods of synthesis of azacrown ethers containing piperidine (Levov et al, 2006(Levov et al, , 2008Anh et al, 2008Anh et al, , 2012aAnh et al, , 2012b, perhydropyrimidine (Hieu et al, 2011), perhydrotriazine (Khieu et al, 2011) and bispidine (Komarova et al, 2008;Sokol et al, 2011) subunits.…”

Dimethyl 2-[22,24-dimethyl-23-oxo-8,11,14-trioxa-25-azatetracyclo[19.3.1.02,7.015,20]pentacosa-2,4,6,15(20),16,18-hexaen-25-yl]but-2-enedioate

“…Design, synthesis and applications of macrocyclic ligands for coordination and supramolecular chemistry draw very great attention of investigators during the last forty years (Hiraoka, 1978;Pedersen, 1988;Gokel & Murillo, 1996;Bradshaw & Izatt, 1997). Recently we have developed the effective methods of synthesis of azacrown ethers containing piperidine (Levov et al, 2006(Levov et al, , 2008Anh et al, 2008Anh et al, , 2012, perhydropyrimidine (Hieu et al, 2011) and perhydrotriazine subunits (Khieu et al, 2011).…”