一种聚对苯二甲酸丙二醇酯前体D-半乳糖-1,6-内酯衍生物的简便合成方法。
Facile synthesis of a D-galactono-1,6-lactone derivative, a precursor of a copolyester.
作者信息
Romero Zaliz C Lorena, Varela Oscar
机构信息
CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Pabellón II, Ciudad Universitaria, 1428-Buenos Aires, Argentina.
出版信息
Carbohydr Res. 2006 Dec 29;341(18):2973-7. doi: 10.1016/j.carres.2006.10.017. Epub 2006 Oct 25.
2,3,4,6-Tetra-O-methyl-d-galactonic acid (5) was readily prepared from d-galactono-1,4-lactone (1) in 47% yield. The sequence involves tritylation of HO-6 of 1, followed by O-permethylation and deprotection. Lactonization of 5 led to the per-O-methyl-d-galactono-1,6-lactone, which was copolymerized with epsilon-caprolactone by ring-opening polymerization catalyzed by scandium triflate. The incorporation of the sugar comonomer into the polyester chain was about 10%.
2,3,4,6-四-O-甲基-D-半乳糖醛酸（5）可由D-半乳糖-1,4-内酯（1）轻松制得，产率为47%。该合成步骤包括1的6-羟基的三苯甲基化，随后进行O-全甲基化和脱保护。5的内酯化反应生成全-O-甲基-D-半乳糖-1,6-内酯，其通过三氟甲磺酸钪催化的开环聚合与ε-己内酯共聚。糖共聚单体在聚酯链中的掺入率约为10%。
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