Application of Oppolzer’s sultam in the synthesis of cyclic α-amino acids and β-amino acids was written by Wozniak, D.;Szymanska, A.;Oldziej, S.;Lankiewicz, L.;Grzonka, Z.. And the article was included in Polish Journal of Chemistry in 2006.Product Details of 10297-05-9 This article mentions the following:
In this paper we describe the application of Oppolzer’s sultam as a chiral auxiliary for the synthesis of cyclic α- and β2-amino acids. The key step of the synthesis is stereoselective alkylation of sultam-derived glycine and β-alanine Schiff’s bases leading to diastereometrically pure products. Final compounds are obtained after mild acidic and then basic hydrolyzes of auxiliary groups and can be directly converted into N-tert-butoxycarbonyl- or N-fluorenylmethoxycarbonyl derivatives useful in peptide synthesis. In the case of substrates alkylated with dihaloalkanes spontaneous cyclization occurring during removal of the auxiliary groups yields cyclic α-amino acids (proline homologues) with reasonable yield and stereoselectivity. Theor. data explain the differences in tendency for cyclization between α- and β-amino acids. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Product Details of 10297-05-9).
1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Iodo alkanes participate in a variety of organic synthesis reactions, which include the SimmonsSmith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Product Details of 10297-05-9
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com