Solid-phase synthesis of 2,3,5-triketopiperadine was written by Makino, Shingo;Nakanishi, Eiji;Tsuji, Takashi. And the article was included in Synlett in 2003.Recommanded Product: 86069-86-5 The following contents are mentioned in the article:
The synthesis of 2,3,5-triketopiperadines, e.g. I, on solid-support has been achieved for the first time. Cyclization using oxalyl diimidazole proceeded excellently with N-Me amino acids except for Sarcosine (Sar). On the other hand, this cyclization did not proceed well when amino acids without N-Me substitution were used. This can be explained by the lower energy difference between the trans and cis configurations of oxalyl amides by the introduction of N-Me substitution, because cis conformation is necessary for the cyclization to proceed. This cyclization also worked well with amino acids with a six-membered ring such as tetrahydroisoquinoline-3-carboxylic acid (Tic) and piperidine-2-carboxylic acid (Pic), which are N-alkylated amino acids. Although the purity of the target compounds was found to be low in the case of Sar and amino acids with a five-membered ring such as proline (Pro) and thiazolidine-4-carboxylic acid (Thz) under the same cyclization conditions, we were able to successfully optimize the reaction conditions to give the target compounds with good purity. Furthermore, it was demonstrated that 2,3,5-triketopiperadines with three points of diversity could be prepared on solid-support with high purity, showing the generality of this method. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5Recommanded Product: 86069-86-5).
(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Recommanded Product: 86069-86-5
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem