methyl (4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-(methyl 2,3-di-O-benzyl-α-D-galactopyranosid)uronate | 1012860-69-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (4-O-allyl-3-O-benzoyl-α-L-rhamnopyranosyl)-(1->4)-(methyl 2,3-di-O-benzyl-α-D-galactopyranosid)uronate
• 英文别名: methyl (2S,3R,4S,5R,6S)-3-[(2S,3R,4S,5S,6S)-4-benzoyloxy-3-hydroxy-6-methyl-5-prop-2-enoxyoxan-2-yl]oxy-6-methoxy-4,5-bis(phenylmethoxy)oxane-2-carboxylate
• CAS: 1012860-69-3
• 化学式: C₃₈H₄₄O₁₂
• 分子量: 692.76
• InChiKey: NNLGVPIYJIUISQ-XZVZFVPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  50
• 可旋转键数：
  17
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  12

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)-(methyl 2,3-di-O-benzyl-α-D-galactopyranosid)uronate 在 盐酸 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 以80%的产率得到methyl (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