Acetic acid (2S,3R,4R,5S,6S)-2-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-5-benzyloxy-4-methoxy-6-methyl-tetrahydro-pyran-3-yl ester | 192325-12-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2S,3R,4R,5S,6S)-2-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-5-benzyloxy-4-methoxy-6-methyl-tetrahydro-pyran-3-yl ester
• 英文别名: Bn(-4)Rha2Ac3Me(a1-3)[allyl(-2)][Bn(-4)]a-Rha1Me；[(2S,3R,4R,5S,6S)-4-methoxy-2-[(2R,3R,4R,5S,6S)-2-methoxy-6-methyl-5-phenylmethoxy-3-prop-2-enoxyoxan-4-yl]oxy-6-methyl-5-phenylmethoxyoxan-3-yl] acetate
• CAS: 192325-12-5
• 化学式: C₃₃H₄₄O₁₀
• 分子量: 600.706
• InChiKey: DXQCGIXDBUTJMT-DTJRKHCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  43
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4R,5S,6S)-2-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-5-benzyloxy-4-methoxy-6-methyl-tetrahydro-pyran-3-yl ester 在 palladium hydroxide - carbon selenium(IV) oxide 、 三氟化硼乙醚 、 氢气 、 sodium methylate 、 氰化汞 、 sodium hydride 、 溶剂黄146 、 mercury dibromide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 paraffin 为溶剂， 反应 79.0h， 生成 methyl 3-O-[3-O-methyl-2-O-(α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl]-2-O-(β-D-xylopyranosyl)-α-L-rhamnopyranoside
  参考文献：
  名称：

  Synthesis of the unique terminal branched tetrasaccharide of Mycobacterium gordonae strain 990

  摘要：

  Mycobacterium gordonae strain 990 contains a unique oligosaccharide with branched sugar residue. A novel synthesis of the terminal tetrasaccharide-methyl 3-O-[3-O-methyl-2-O(alpha-L-rhamnopyranosyl)-alpha-L-rhamnopyranosyl]-2-O-(beta-D-xylopyranosyl)-alpha-L-rhamnopyranoside has been described. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00532-2
• 作为产物：
  描述：

  methyl 4-O-benzyl-α-L-rhamnopyranoside 在 sodium hydroxide 、 三氟化硼乙醚 、 四丁基溴化铵 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 生成 Acetic acid (2S,3R,4R,5S,6S)-2-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-5-benzyloxy-4-methoxy-6-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis of the unique terminal branched tetrasaccharide of Mycobacterium gordonae strain 990

  摘要：

  Mycobacterium gordonae strain 990 contains a unique oligosaccharide with branched sugar residue. A novel synthesis of the terminal tetrasaccharide-methyl 3-O-[3-O-methyl-2-O(alpha-L-rhamnopyranosyl)-alpha-L-rhamnopyranosyl]-2-O-(beta-D-xylopyranosyl)-alpha-L-rhamnopyranoside has been described. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00532-2