Acetic acid (2R,3S,4S,5R,6R)-3-acetoxy-5-(naphthalen-2-ylmethoxy)-6-((2R,3S,4S,5R)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethoxy)-2-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yl ester | 537004-84-5

• 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: Acetic acid (2R,3S,4S,5R,6R)-3-acetoxy-5-(naphthalen-2-ylmethoxy)-6-((2R,3S,4S,5R)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethoxy)-2-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yl ester
• CAS: 537004-84-5
• 化学式: C₄₉H₆₀O₂₆
• 分子量: 1065.0
• InChiKey: NOZIMHWSUQCGLU-WTTRCASNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.51
• 重原子数：
  75.0
• 可旋转键数：
  20.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  318.38
• 氢给体数：
  0.0
• 氢受体数：
  26.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,4S,5R,6R)-3-acetoxy-5-(naphthalen-2-ylmethoxy)-6-((2R,3S,4S,5R)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethoxy)-2-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yl ester 在 乙酸肼 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Synthesis of an arabinogalactan-type octa- and two isomeric nonasaccharides. Suitable tuning of protecting groups

  摘要：

  An arabinogalactan-type double-branched octa- and two isomeric nonasaccharides were synthesized using the (2-naphthyl)methyl (NAP) and the acid sensitive but base stable (methoxydimethyl)methyl (MIP) protecting groups. The beta-(1-->6)-linked hexagalactan skeleton was synthesized having a benzyl and a (2-naphthyl)methyl (NAP) group at positions 2 of the second and the penultimate galactopyranosyl units, and this made possible sequential introduction Of U-L-arabinofuranosyl or alpha-L-arabinofuranosyl-(1-->5)-alpha-L-arabinofuranosyl side chains. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02723-5
• 作为产物：
  描述：

  乙酸酐 、 Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,3R,4S,5R,6R)-3,4-dihydroxy-5-(naphthalen-2-ylmethoxy)-6-((2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-4-yl ester 以 吡啶 为溶剂， 反应 12.0h， 生成 Acetic acid (2R,3S,4S,5R,6R)-3-acetoxy-5-(naphthalen-2-ylmethoxy)-6-((2R,3S,4S,5R)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethoxy)-2-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of an arabinogalactan-type octa- and two isomeric nonasaccharides. Suitable tuning of protecting groups

  摘要：

  An arabinogalactan-type double-branched octa- and two isomeric nonasaccharides were synthesized using the (2-naphthyl)methyl (NAP) and the acid sensitive but base stable (methoxydimethyl)methyl (MIP) protecting groups. The beta-(1-->6)-linked hexagalactan skeleton was synthesized having a benzyl and a (2-naphthyl)methyl (NAP) group at positions 2 of the second and the penultimate galactopyranosyl units, and this made possible sequential introduction Of U-L-arabinofuranosyl or alpha-L-arabinofuranosyl-(1-->5)-alpha-L-arabinofuranosyl side chains. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02723-5