Kowalczyk, Bruce A’s team published research in Synthesis in 1996-07-31 | 120570-05-0

Synthesis published new progress about 120570-05-0. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Application of C7H14N2.

Kowalczyk, Bruce A.; Dvorak, Charles A. published the artcile< Total synthesis of the 5-HT3 receptor antagonist palonosetron>, Application of C7H14N2, the main research area is palonosetron 5HT3 receptor antagonist total synthesis.

A short and efficient synthetic route to the 5-HT3 receptor antagonists RS-42358-159 (I) and palonosetron was developed starting from 1,8-naphthalic anhydride. The novel adjustment of the oxidation states at the necessary centers of imide II (RR1, R2R3 = bond; R4R5 = O) was accomplished by hydrogenation, selective NaBH4 reduction, and dehydration to yield I. The NaBH4 reduction of imide II (R, R1, R2, R3 = H; R4R5 = O) was selective for the C(3) carbonyl vs. the C(1) carbonyl next to the aromatic ring to give the hydroxy compound II (R, R1, R2, R3, R4 = H; R5 = OH). It was essential to keep the NaBH4 reduction free of O, or diols were formed as byproducts.

Synthesis published new progress about 120570-05-0. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Application of C7H14N2.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider