Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Electric Literature of C7H11NO4
Ohtani, Bunsho; Kusakabe, Satoshi; Okada, Katsumi; Tsuru, Shigeto; Nishimoto, Sei-ichi; Amino, Yusuke; Izawa, Kunisuke; Nakato, Yoshihiro; Matsumura, Michio; Nakaoka, Yasuhiro; Nosaka, Yoshio published their research in Journal of the Chemical Society, Perkin Transactions 2 on February 28 ,2001. The article was titled 《Photocatalytic stereoselective N-cyclization of 2,6-diaminopimelic acid into piperidine-2,6-dicarboxylic acid by an aqueous suspension of activated cadmium(II) sulfide particles》.Electric Literature of C7H11NO4 The article contains the following contents:
Photoirradiation at a wavelength of >300 nm of a deaerated suspension of cadmium(II) sulfide (CdS) particles in an aqueous solution of a mixture of stereoisomers of 2,6-diaminopimelic acid [DAP; (S,S):(R,S):(R,R) = 1:2:1] produced piperidine-2,6-dicarboxylic acid (PDC) via a redox-combined mechanism including oxidation and reduction by pos. holes and photoexcited electrons, resp. Both the yield and trans:cis ratio of PDC markedly depended on the kinds of CdS photocatalysts, their pre-treatment, and the loading of fine platinum (or its oxide) particles. A CdS photocatalyst prepared by heat treatment of a com. powder in hexagonal (wurtzite) structure at 1023 K in the presence of a small amount of air gave the highest yield and trans:cis ratio. Analyses of the activated CdS powder by powder x-ray diffraction (XRD), photoluminescence (PL), XPS, ESR, and BET surface area measurements revealed the formation of sulfur vacancies due to heat treatment, which promote the photoinduced cadmium metal (Cd0) deposition. The Cd0, deposited in situ on the CdS surface and detected by reduction of methylviologen, may act as a reduction site for photoexcited electrons toward a cyclic Schiff base intermediate produced by oxidation of DAP with pos. holes followed by deamination and intramol. condensation. Optically pure (R,R)- or (S,S)-PDCs were prepared successfully by photocatalytic reaction with the activated CdS particles using (R,R)- or (S,S)-DAPs, indicating that stereoselective conversion of organic compounds can be achieved via photocatalytic reaction under controlled conditions. The results came from multiple reactions, including the reaction of Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1Electric Literature of C7H11NO4)
Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Electric Literature of C7H11NO4
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem