L-Лактид

Химические свойства

White crystal

Использование

(3S)-cis-3,6-Dimethyl-1,4-dioxane-2,5-dione may be used in the synthesis of optically active terpyridine containing poly(L-lactide)s, polydisperse lactic acid oligomers, bicyclic and tricyclic lactide derivatives.

прикладной

L-Lactide is a monomer used to produce polylactic acid (PLA), which is a biodegradable thermoplastic that has many uses in the pharmaceutical industry. Additionally, L-Lactide can be used to modify existing drug carriers or create new ones from scratch. As such, the pharmaceutical industry relies heavily on L-Lactide for its versatile applications.

Методы очистки

This is the cyclic dilactone of lactic acid. The (±)-cis-racemate has been distilled with b 142o/8mm; the distillate which solidifies gives yellow needles on recrystallisation from EtOH with m 128o, from Et2O with m 129o, or CHCl3 with m 126o , 1720-1740 cm-1. It hydrolyses in cold max H2O. [Carothers et al. J Am Chem Soc 54 772 1932]. A trans-form (probably RS,SR) has been reported which crystallises from Et2O with m 42-43o [Hummel et al. Acta Cryst (Sect B) 38 1679 1982]. The R,R -(+)-lactide has b 150o/2mm and crystallises from Et2O with m 95o , or m 96.5 -97.5o (from CHCl3) or m 97.7o (from EtOAc) and [] D +297o (c 1.2, *C6H6). The S,S-(-)-lactide has b 150o/2.5mm and crystallises from EtOAc with m 98.7o, or m 95o (from CHCl3) or m 96.5-97.5o (from CCl4) and []D -297o (c 1.2, *C6H6). [Toniolo et al. J Org Chem 35 6 1970, Beilstein 19 H 154, 19 I 179, 19 II 176, 19 IV 1927, 19/5 V 10.]