高等学校化学学报

高等学校化学学报 ›› 1996, Vol. 17 ›› Issue (3): 409.

• 论文 • 上一篇    下一篇

硫酯缩合反应中的消旋问题研究

王宏, 姬虹, 张若蘅, 徐筱杰, 唐有祺   

  1. 北京大学物理化学研究所, 北京 100871
  • 收稿日期:1995-03-16 出版日期:1996-03-24 发布日期:1996-03-24
  • 通讯作者: 张若蘅
  • 作者简介:王宏,女,25岁,硕士研究生.
  • 基金资助:

    国家“攀登”计划项目

Studies on Racemization in Thioester Condensation

WANG Hong, JI Hong, ZHANG Ruo-Heng, XU Xiao-Jie, TANG You-Qi   

  1. Institute of Physical Chemistry, Peking University, Beijing, Peking University, Beijing 100871
  • Received:1995-03-16 Online:1996-03-24 Published:1996-03-24

PDF (PC)

摘要： 用反相高效液相色谱检测了Boc-Ala-Ala-SCH2CH2CO-GlyOBzl与GlyOBzl在银离子作用下缩合反应的消旋问题。发现四氢呋喃是较好的溶剂,当硫酯:从N-羟基丁二酰亚胺:N-甲基吗啡啉摩尔比为1:15:12时,反应2h转化率达100%,消旋度低于2%.

关键词: 硫酯缩合反应, 反相高效液相色谱, 消旋比

Abstract: In order to study the racemization in thioester condensation,a model coupling reaction between Boc-Ala-Ala-SCH2CH2CO-GlyOBzl and GlyOBzl·TosOHwas monitored by RP-HPLC.To optimize reaction conditions,the effects of solvents,additives and bases were checked.From the results, we conclude that THFis recommendable as a solvent and when thioester:HOsu:NMMis 1:15:12(molar ratio),there is the least racemization(<2%).

Key words: Thioester condensation reaction, RP-HPLC, Racemization ratio

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