(3S,5S)-19β,28-epoxy-4,5-seco-18α-oleanan-3(5)-N-methoxydioxazolidine | 1273546-50-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉类
• 英文名称: (3S,5S)-19β,28-epoxy-4,5-seco-18α-oleanan-3(5)-N-methoxydioxazolidine
• 英文别名: (1R,4R,5R,8S,11S,14R,15S,18R,19R,20R)-26-methoxy-4,5,14,21,21-pentamethyl-11-propan-2-yl-9,10,25-trioxa-26-azaheptacyclo[18.3.2.18,11.01,19.04,18.05,15.08,14]hexacosane
• CAS: 1273546-50-1
• 化学式: C₃₁H₅₁NO₄
• 分子量: 501.75
• InChiKey: VBUNUNGZDBLNCL-KZAKOCICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 臭氧 作用下， 以 二氯甲烷 、 环己烷 为溶剂， 以65%的产率得到(3S,5S)-19β,28-epoxy-4,5-seco-18α-oleanan-3(5)-N-methoxydioxazolidine
  参考文献：
  名称：

  Chemiluminescence as a base for a new approach to the study of pharmacologically promising peroxide agents

  摘要：

  DOI：

  10.1134/s0012500811010022

文献信息

• Synthesis of triterpenoid-based 1,2,4-trioxolanes and 1,2,4-dioxazolidines by ozonolysis of allobetulin derivatives
  作者：Oxana B. Kazakova、Dmitri V. Kazakov、Emil Yu. Yamansarov、Natal’ya I. Medvedeva、Genrikh A. Tolstikov、Kyrill Yu. Suponitsky、Dmitri E. Arkhipov

  DOI：10.1016/j.tetlet.2010.12.047

  日期：2011.3

  Oxidation of allobetulin derivatives with ozone results in good isolated yields of 1,2,4-trioxolanes and stable 1,2,4-dioxazolidines. Individual 3R,5R and 3S,5S diastereoisomers of allobetulin secondary ozonides were isolated and their structures confirmed by X-ray crystallographic analysis. Remarkable diastereoselectivity with formation of only the (3S,5S)-configured peroxides was observed during the oxidation of 1,5-di-O-methoxyoximinoallobetulin to dioxazolidines. (C) 2010 Elsevier Ltd. All rights reserved.