methyl (2-O-acetyl-4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranosyluronate trichloroacetimidate | 1012860-73-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (2-O-acetyl-4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranosyluronate trichloroacetimidate
• 英文别名: methyl (2S,3R,4S,5R,6R)-3-[(2S,3R,4R,5S,6S)-3-acetyloxy-4-benzoyloxy-6-methyl-5-prop-2-enoxyoxan-2-yl]oxy-4,5-bis(phenylmethoxy)-6-(2,2,2-trichloroethanimidoyl)oxyoxane-2-carboxylate
• CAS: 1012860-73-9
• 化学式: C₄₁H₄₄Cl₃NO₁₃
• 分子量: 865.158
• InChiKey: IVBLNHVAESAFNV-ODYLMNEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  58
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  167
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  methyl (4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-(methyl 2,3-di-O-benzyl-α-D-galactopyranosid)uronate 、 methyl (2-O-acetyl-4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranosyluronate trichloroacetimidate 在 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以39%的产率得到methyl (2-O-acetyl-4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-(methyl 2,3-di-O-benzyl-α-D-galactopyranosyluronate)-(1->2)-(4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-(methyl 2,3-di-O-benzyl-α-D-galactopyranosid)uronate
  参考文献：
  名称：

  Synthesis of two repeat units corresponding to the backbone of the pectic polysaccharide rhamnogalacturonan I

  摘要：

  A tetrasaccharide corresponding to a sequence of the rhamnogalacturonan I backbone has been synthesized. This synthesis relies on only two protected monosaccharides and proceeds through a common disaccharide intermediate. Synthesis of this tetrasaccharide has been designed to allow for the addition of branching elements at the 4-positions of the rhamnosyl units, or further chain elongation at the 2-position. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.10.030
• 作为产物：
  描述：

  methyl (2-O-acetyl-4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-(2,3-di-O-benzyl-α/β-D-galactopyranosid)uronate 、 三氯乙腈 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 0.17h， 以81%的产率得到methyl (2-O-acetyl-4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranosyluronate trichloroacetimidate
  参考文献：
  名称：

  Synthesis of two repeat units corresponding to the backbone of the pectic polysaccharide rhamnogalacturonan I

  摘要：

  A tetrasaccharide corresponding to a sequence of the rhamnogalacturonan I backbone has been synthesized. This synthesis relies on only two protected monosaccharides and proceeds through a common disaccharide intermediate. Synthesis of this tetrasaccharide has been designed to allow for the addition of branching elements at the 4-positions of the rhamnosyl units, or further chain elongation at the 2-position. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.10.030