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化学学报
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化学学报 ›› 1990, Vol. 48 ›› Issue (3): 307-311. 上一篇    下一篇

研究论文

一种选择性去三苯甲基保护基的方法

孙快麟;李润荪;雷兴翰   

  1. 国家医药管理局上海医药工业研究院
  • 发布日期:1990-03-15

A mild and selevtive method of detritylation

SUN KUAILIN;LI RUNSUN;LEI XINGHAN   

  • Published:1990-03-15

PDF

560

被引次数

1

本文报导了一个反应条件温和, 选择性好的方法, 不仅在异亚丙基, 叔丁基二甲硅基, 甲氧甲基, 甲氧乙氧甲基, 苷键上的苯甲酰基等酸敏感基团存在时有选择性, 而且当五碳呋喃糖5-OH与1-位半缩醛羟基同时具有三苯甲基时, 对脱去后者, 也有一定的选择性。

关键词: 选择性, 葡萄糖, 呋喃糖, 脱除, 三苯基甲烷, 保护基

A method of mild and selective detritylation is reported. The sugar derivatives with a variety of protective groups, were detritylated with 4-MeC6H4SO3H (0.1-0.2 equivalent) in CH2Cl2 at room temperature Acid sensitive groups such as isopropylidene, methoxylmethyl (MOM), methoxyl ethoxyl Me (MEM), tert-butyldimethylsilyl (TBDMS), and glycosidic benzoyl survived. With pentose derivatives containing two trityls at 1-, 5-position, 1-trityloxy can be cleaved selectively at lower reaction temperature and shorter reaction time,. Yields range from 53 to 90%.

Key words: SELECTIVITY, GLUCOSE, FURANOSE, REMOVAL, TRIPHENYLMETHANE, PROTECTIVE GROUP

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