Asymmetric synthesis of α-amino acids through α-iodination of chiral unsaturated carboxamides and stereoselective iodolactonization was written by Kitagawa, Osamu;Hanano, Tokushi;Kikuchi, Norihiko;Taguchi, Takeo. And the article was included in Tetrahedron Letters in 1993.Computed Properties of C12H23NO4 This article mentions the following:
The α-iodination reaction of chiral enamides I (R = H, R1 = H, Me;,R = Me, R1 = H) possessing (2R,5R)-2,5-bis(methoxymethyl)pyrrolidine as a chiral auxiliary proceeded with high diastereoselectivity in the presence of I2 and s-collidine to give chiral iodides II. II were converted into amino acid derivatives III (Boc = tert-butoxycarbonyl) without epimerization. The subsequent iodolactonization of III afforded trans-lactones with a relatively high selectivity, e.g. III (R = R1 = H, n = 2) was converted into lactone IV. IV was converted into unsaturated amino acid derivative V. In the experiment, the researchers used many compounds, for example, Boc-D-Leu-OMe (cas: 133467-01-3Computed Properties of C12H23NO4).
Boc-D-Leu-OMe (cas: 133467-01-3) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Computed Properties of C12H23NO4
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics