(2R,3S,4S,5R)-3,5,6-tris(benzyloxy)-4-(methoxymethoxy)-2-((methylsulfonyl)oxy)hexyl-1-13C benzoate | 599196-20-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S,4S,5R)-3,5,6-tris(benzyloxy)-4-(methoxymethoxy)-2-((methylsulfonyl)oxy)hexyl-1-13C benzoate
• CAS: 599196-20-0
• 化学式: C₃₇H₄₂O₁₀S
• 分子量: 679.789
• InChiKey: VROCSSGGVXSGCZ-DRTMGVHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  48.0
• 可旋转键数：
  21.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  115.82
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,5R)-3,5,6-tris(benzyloxy)-4-(methoxymethoxy)-2-((methylsulfonyl)oxy)hexyl-1-13C benzoate 在 氢氧化钾 、 水 作用下， 以 甲醇 为溶剂， 以91%的产率得到(2S)-2-[(1R,2S,3R)-2-(methoxymethoxy)-1,3,4-tris(phenylmethoxy)butyl](313C)oxirane
  参考文献：
  名称：

  Practical synthesis of [1-13C]- and [6-13C]-d-galactose

  摘要：

  The chemical synthesis of C-13-labeled D-galactose as useful molecular probes for studying the conformation of oligosaccharides attached to proteins was performed. The method for synthesizing the title labeled compounds was newly developed via the corresponding 1-ene and 5-ene compounds derived from 1,2:5,6-di-O-isoproppylidene-alpha-D-galactofuranose by considering the efficient introduction of the atom. All protons of galactose from H-1 to H-6 were observed by the HMQC-HOHAHA technique using 1:1 mixtures of methyl [1-C-13]- and [6-C-13]-beta-D-galactopyranoside, which were prepared from the title compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01098-0
• 作为产物：
  描述：

  (2S,3S,4R)-3-(2-methoxypropan-2-yloxy)-2,4,5-tris(phenylmethoxy)pentanal 在 吡啶 、 氢氧化钾 、 正丁基锂 、 水 、 sodium hydride 、 溶剂黄146 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二甲基亚砜 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,3S,4S,5R)-3,5,6-tris(benzyloxy)-4-(methoxymethoxy)-2-((methylsulfonyl)oxy)hexyl-1-13C benzoate
  参考文献：
  名称：

  Practical synthesis of [1-13C]- and [6-13C]-d-galactose

  摘要：

  The chemical synthesis of C-13-labeled D-galactose as useful molecular probes for studying the conformation of oligosaccharides attached to proteins was performed. The method for synthesizing the title labeled compounds was newly developed via the corresponding 1-ene and 5-ene compounds derived from 1,2:5,6-di-O-isoproppylidene-alpha-D-galactofuranose by considering the efficient introduction of the atom. All protons of galactose from H-1 to H-6 were observed by the HMQC-HOHAHA technique using 1:1 mixtures of methyl [1-C-13]- and [6-C-13]-beta-D-galactopyranoside, which were prepared from the title compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01098-0