使用氮钳进行1,3,5-三恶唑三喹烷骨架的新型合成。

Novel synthesis of a 1,3,5-trioxazatriquinane skeleton using a nitrogen clamp.

作者信息

Nagase Hiroshi, Watanabe Akio, Harada Masaya, Nakajima Mayumi, Hasebe Ko, Mochizuki Hidenori, Yoza Kenji, Fujii Hideaki

机构信息

School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.

出版信息

Org Lett. 2009 Feb 5;11(3):539-42. doi: 10.1021/ol8024988.

DOI:10.1021/ol8024988

PMID:19115979

Abstract

An alpha-hydroxyaldehyde derived from naltrexone was converted to an oxazoline dimer with ammonium chloride and sodium acetate in MeOH under reflux. The resulting dimer was treated with dl-camphorsulfonic acid in CHCl(3) to give the trimer. The method for trimer synthesis was also applied to general alpha-hydroxyaldehydes to afford trimers in good yield.

摘要

一种由纳曲酮衍生的α-羟基醛在甲醇中与氯化铵和醋酸钠回流反应，转化为恶唑啉二聚体。所得二聚体在三氯甲烷中用dl-樟脑磺酸处理得到三聚体。三聚体合成方法也适用于一般的α-羟基醛，能以良好产率得到三聚体。