Formula: C50H56O14P2On November 14, 2003 ,《The development of a practical synthesis of the potent and selective somatostatin sst3 receptor antagonist [4-(3,4-difluoro-phenyl)-piperazine-1-yl]-{(4S,4aS,8aR)-2[(S)-3-(6-methoxy-pyridin-3-yl)-2-methyl-propyl]-decahydroisoquinoline-4-yl}-methanone (NVP-ACQ090)》 appeared in Tetrahedron: Asymmetry. The author of the article were Banziger, Markus; Cercus, Jacques; Hirt, Hans; Laumen, Kurt; Malan, Christophe; Spindler, Felix; Struber, Fritz; Troxler, Thomas. The article conveys some information:
The decahydroisoquinoline I (NVP-ACQ090) is a potent and selective antagonist at the somatostatin sst3 receptor. The original research synthesis of I comprises a main chain of nine linear steps and two side chains of three and steps, resp. This synthesis is highly convergent, but very complex and expensive, and involves several reagents that are not acceptable for a large scale synthesis. In chem. development, all the unacceptables could be replaced, and the overall efficiency of the synthesis was much improved. In addition to this study using (R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,4,5-trimethoxyphenyl)phosphine], there are many other studies that have used (R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,4,5-trimethoxyphenyl)phosphine](cas: 256390-47-3Formula: C50H56O14P2) was used in this study.
(R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,4,5-trimethoxyphenyl)phosphine](cas: 256390-47-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Formula: C50H56O14P2
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis