Bz(-2)[ClAc(-3)][Bz(-4)]Rha(a1-3)[Bz(-2)][Bz(-4)]Rha(a1-2)[Bz(-3)][Bz(-4)]a-Rha | 502423-60-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Bz(-2)[ClAc(-3)][Bz(-4)]Rha(a1-3)[Bz(-2)][Bz(-4)]Rha(a1-2)[Bz(-3)][Bz(-4)]a-Rha
• 英文别名: [(2S,3S,4R,5R,6R)-4-benzoyloxy-5-[(2S,3R,4R,5S,6S)-3,5-dibenzoyloxy-4-[(2S,3R,4R,5S,6S)-3,5-dibenzoyloxy-4-(2-chloroacetyl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-hydroxy-2-methyloxan-3-yl] benzoate
• CAS: 502423-60-1
• 化学式: C₆₂H₅₇ClO₂₀
• 分子量: 1157.58
• InChiKey: OFMAWJFCHLXYLN-UVUUVQFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  83
• 可旋转键数：
  25
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  251
• 氢给体数：
  1
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  三氯乙腈 、 Bz(-2)[ClAc(-3)][Bz(-4)]Rha(a1-3)[Bz(-2)][Bz(-4)]Rha(a1-2)[Bz(-3)][Bz(-4)]a-Rha 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 以335 mg的产率得到(2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->3)-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate
  参考文献：
  名称：

  Synthesis of the pentasaccharide repeating unit of the major O-antigen component from Pseudomonas syringae pv. ribicola NVPPB 1010

  摘要：

  The synthesis of the repeating unit of the major O-antigen component from Pseudomonas syringae pv. ribicola NVPPB 1010 is reported. The strategy used was based on the successive coupling of a trisaccharide rhamnosyl trichloroacetimidate with a rhamnosyl acceptor with a free hydroxyl group on C-2. The pentasaccharide was then obtained by coupling with a N-Troc-tri-O-acetyl-glucosamine trichloroacetimidate. The synthesis allowed the oligomerisation of the repeating unit. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2003.10.002
• 作为产物：
  描述：

  benzyl (2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranoside 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 三氯化铁 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 Bz(-2)[ClAc(-3)][Bz(-4)]Rha(a1-3)[Bz(-2)][Bz(-4)]Rha(a1-2)[Bz(-3)][Bz(-4)]a-Rha
  参考文献：
  名称：

  Synthesis of the pentasaccharide repeating unit of the major O-antigen component from Pseudomonas syringae pv. ribicola NVPPB 1010

  摘要：

  The synthesis of the repeating unit of the major O-antigen component from Pseudomonas syringae pv. ribicola NVPPB 1010 is reported. The strategy used was based on the successive coupling of a trisaccharide rhamnosyl trichloroacetimidate with a rhamnosyl acceptor with a free hydroxyl group on C-2. The pentasaccharide was then obtained by coupling with a N-Troc-tri-O-acetyl-glucosamine trichloroacetimidate. The synthesis allowed the oligomerisation of the repeating unit. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2003.10.002

文献信息

• Synthesis of the pentasaccharide repeating unit of the major O-antigen component from Pseudomonas syringae pv. ribicola NVPPB 1010
  作者：Emiliano Bedini、Gaspare Barone、Carlo Unverzagt、Michelangelo Parrilli

  DOI：10.1016/j.carres.2003.10.002

  日期：2004.1

  The synthesis of the repeating unit of the major O-antigen component from Pseudomonas syringae pv. ribicola NVPPB 1010 is reported. The strategy used was based on the successive coupling of a trisaccharide rhamnosyl trichloroacetimidate with a rhamnosyl acceptor with a free hydroxyl group on C-2. The pentasaccharide was then obtained by coupling with a N-Troc-tri-O-acetyl-glucosamine trichloroacetimidate. The synthesis allowed the oligomerisation of the repeating unit. (C) 2003 Elsevier Ltd. All rights reserved.