(1R,2S,3S,6R)-6-acetamidocyclohex-4-ene-1,2,3-triyl triacetate | 1429612-49-6

• 英文名称: (1R,2S,3S,6R)-6-acetamidocyclohex-4-ene-1,2,3-triyl triacetate
• CAS: 1429612-49-6
• 化学式: C₁₄H₁₉NO₇
• 分子量: 313.307
• InChiKey: CYPUXKRIWFICCK-RQJABVFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.14
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  108.0
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  (3aS,4S,7R,7aR)-7-amino-2,2-dimethyl-3a,4,7,7a-tetrahydro-1,3-benzodioxol-4-ol 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 (1R,2S,3S,6R)-6-acetamidocyclohex-4-ene-1,2,3-triyl triacetate
  参考文献：
  名称：

  Stereoselective synthesis of (−)-conduramine C-1 and (−)-conduramine D-1

  摘要：

  A highly stereoselective approach to aminocyclohexenetriols conduramine C-1 1 and conduramine D-1 2 has been described. Conduramines are structural units of some biologically active natural products such as (+)-lycoricidine and (+)-narciclasine. The strategy developed by us for their synthesis is general in nature to make related skeletons and also the molecules containing conduramine structural unit. The key reactions are Grignard addition on glycosylamine, ring closing metathesis (RCM), and Mitsunobu inversion. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.046