(2R,4R,5R,6R)-4-Benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-5-[(2S,3S,4R,5S,6R)-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-3-hydroxy-tetrahydro-pyran-2-yloxy]-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid | 140209-79-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4R,5R,6R)-4-Benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-5-[(2S,3S,4R,5S,6R)-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-3-hydroxy-tetrahydro-pyran-2-yloxy]-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid
• CAS: 140209-79-6
• 化学式: C₆₁H₆₉NO₁₆
• 分子量: 1072.22
• InChiKey: KZAWWAFEVOYUSE-YDOUIEJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.27
• 重原子数：
  78.0
• 可旋转键数：
  29.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  219.39
• 氢给体数：
  5.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  (2R,4R,5R,6R)-4-Benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-5-[(2S,3S,4R,5S,6R)-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-3-hydroxy-tetrahydro-pyran-2-yloxy]-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 水 、 溶剂黄146 、 异丙醇 为溶剂， 反应 48.0h， 生成 Sodium <3-amino-propyl 3-deoxy-5-O-(L-glycero-α-D-manno-heptopyranosyl)-α-D-manno-octulopyranosid>onate
  参考文献：
  名称：

  Synthesis of ld-Hepp and KDO containing di- and tetrasaccharide derivatives of Neisseria meningitidis inner-core region via iodonium ion promoted glycosidations

  摘要：

  The synthesis of methyl(ethyl) 2-thio-KDO (i.e. 1, 2, 5, 7 and 10) and ethyl 1-thio-LD-Hepp (i.e. 26 and 43) derivatives will be described. The latter derivatives proved to be suitable donors in iodonium ion (NIS/IFOH) promoted glycosidation reactions. The usefulness of the glycosidation approach was illustrated by the successful conclusion of a spacer containing dimer L-alpha-D-Hepp-(1 --> 5)-alpha-KDO-2-O-(CH2)3NH2 (37) and tetramer beta-D-Galp-(1 --> 4)-beta-D-Glep-(1 --> 4)-L-alpha-D-Hepp-(1 -->5)-alpha-KDO-2-O-(CH2)3NH2 (47).

  DOI：

  10.1016/s0040-4020(01)88191-6
• 作为产物：
  描述：

  Ethyl 2-O-benzoyl-3,4,6,7-tetra-O-benzyl-1-thio-L-glycero-D-manno-heptopyranoside 在 sodium hydroxide 、 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醚 、 1,2-二氯乙烷 为溶剂， 反应 5.08h， 生成 (2R,4R,5R,6R)-4-Benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-5-[(2S,3S,4R,5S,6R)-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-3-hydroxy-tetrahydro-pyran-2-yloxy]-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of ld-Hepp and KDO containing di- and tetrasaccharide derivatives of Neisseria meningitidis inner-core region via iodonium ion promoted glycosidations

  摘要：

  The synthesis of methyl(ethyl) 2-thio-KDO (i.e. 1, 2, 5, 7 and 10) and ethyl 1-thio-LD-Hepp (i.e. 26 and 43) derivatives will be described. The latter derivatives proved to be suitable donors in iodonium ion (NIS/IFOH) promoted glycosidation reactions. The usefulness of the glycosidation approach was illustrated by the successful conclusion of a spacer containing dimer L-alpha-D-Hepp-(1 --> 5)-alpha-KDO-2-O-(CH2)3NH2 (37) and tetramer beta-D-Galp-(1 --> 4)-beta-D-Glep-(1 --> 4)-L-alpha-D-Hepp-(1 -->5)-alpha-KDO-2-O-(CH2)3NH2 (47).

  DOI：

  10.1016/s0040-4020(01)88191-6