基于NaIO_(3)转化NaIO_(4)回用合成S-甘油醛缩丙酮及其寡聚研究  

Synthesis and Oligomerization of S-Glyceraldehyde Acetonide Based on the Conversion of NaIO_(3)to NaIO_(4)

作　　者：张珍明 季姜钰 彭晓含 张疏航 刘若雨 李润莱 Zhang Zhenming;Ji Jiangyu;Peng Xiaohan;Zhang Shuhang;Liu Ruoyu;Li Runlai(School of Chemical Engineering,Jiangsu Ocean University,Lianyungang,Jiangsu 222005,China;Guannan Sendi Door Industry Company Limited Lianyungang,Jiangsu 222500,China;College of Polymer Science and Engineering,Sichuan University,Chengdu,Sichuan 610065,China)

机构地区：[1]江苏海洋大学环境与化工学院,江苏连云港222005 [2]灌南森迪门业有限公司,江苏连云港222500 [3]四川大学高分子材料与工程学院,四川成都610065

出　　处：《化学世界》2024年第3期177-183,共7页Chemical World

基　　金：国家自然科学基金青年基金(No.52103042);江苏省苏北科技专项(No.SZ_LYG202017);江苏省可见光催化材料工程研究中心开放课题(No.JECVCM202204);江苏省研究生科研与实践创新计划(No.KYCX2021-042);江苏省大学生创新创业(No.SY202111641637005)资助项目。

摘　　要：S-甘油醛缩丙酮是合成手性药物的重要中间体。以L-抗坏血酸为原料,经缩酮化,硼氢化钠还原,高碘酸钠氧化制得S-甘油醛缩丙酮,收率为46.8%;探讨了含碘酸钠母液转化成高碘酸钠以循环套用,回收率为83.90%;初步考察了S-甘油醛缩丙酮的聚合度与时间的关系,并推测其寡聚化合物的结构和反应机理;用^(1)H NMR、IR和LC-MS等对化合物结构进行表征。S-glyceraldehyde acetonide is an important intermediate for the synthesis of chiral drugs.L-ascorbic acid was used as raw material to synthesize S-glyceraldehyde acetonide with a yield of 47.2%,after ketalization,sodium borohydride reduction and sodium periodate oxidation.The mother liquor containing sodium iodate was transformed into sodium periodate for reusing with a recovery rate of 83.90%.The relationship between the degree of polymerization of S-glyceraldehyde acetonide and time was investigated,and reaction mechanism of its oligomerization was speculated.The structure of the compound was characterized by ^(1)H NMR,IR and LC-MS.

关 键 词：S-甘油醛缩丙酮 L-抗坏血酸 高碘酸钠 循环利用 合成 寡聚 

分 类 号：O622.4[理学—有机化学]