[(2R,3S,6S)-3-acetyloxy-6-[10-[[(2R,3S,6S)-3-acetyloxy-2-(acetyloxymethyl)-3,6-dihydro-2H-pyran-6-yl]oxy]deca-4,6-diynoxy]-3,6-dihydro-2H-pyran-2-yl]methyl acetate | 1173831-36-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(2R,3S,6S)-3-acetyloxy-6-[10-[[(2R,3S,6S)-3-acetyloxy-2-(acetyloxymethyl)-3,6-dihydro-2H-pyran-6-yl]oxy]deca-4,6-diynoxy]-3,6-dihydro-2H-pyran-2-yl]methyl acetate
• CAS: 1173831-36-1
• 化学式: C₃₀H₃₈O₁₂
• 分子量: 590.625
• InChiKey: MOSLZAYAVUDWJG-JMMMPTOISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  42
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  142
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  pent-4-yn-1-yl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 在 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以78%的产率得到[(2R,3S,6S)-3-acetyloxy-6-[10-[[(2R,3S,6S)-3-acetyloxy-2-(acetyloxymethyl)-3,6-dihydro-2H-pyran-6-yl]oxy]deca-4,6-diynoxy]-3,6-dihydro-2H-pyran-2-yl]methyl acetate
  参考文献：
  名称：

  A mild copper-mediated Glaser-type coupling reaction under the novel CuI/NBS/DIPEA promoting system

  摘要：

  A simple copper promoting system CuI/NBS/DIPEA was first found to efficiently promote Glaser coupling reaction under ambient temperature. The alkynes with sensitive groups such as acetal and ketal, TBDMS, ester and amide could react smoothly to afford the functionalized 1,3-diynes under the CuI/NBS/DIPEA promoting system in good yields. And the successful application of the Cul/NBS/DIPEA promoting system in sugar and amino acid-building blocks indicated the potential of this method in the construction of designed sugar and peptide biomolecules. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.04.065