(2S)-2-[(1R,2S,3R)-2-(methoxymethoxy)-1,3,4-tris(phenylmethoxy)butyl](313C)oxirane | 599196-14-2

• 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: (2S)-2-[(1R,2S,3R)-2-(methoxymethoxy)-1,3,4-tris(phenylmethoxy)butyl](313C)oxirane
• CAS: 599196-14-2
• 化学式: C₂₉H₃₄O₆
• 分子量: 479.574
• InChiKey: JQOPYTSQYKJIDV-DQENKBHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  35
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S)-2-[(1R,2S,3R)-2-(methoxymethoxy)-1,3,4-tris(phenylmethoxy)butyl](313C)oxirane 在 三氟化硼乙醚 作用下， 以 二甲基亚砜 为溶剂， 以68%的产率得到(3R,4R,5S)-5-[(1R)-1,2-bis(phenylmethoxy)ethyl]-4-phenylmethoxy(213C)oxolane-2,3-diol
  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：

  1,2:5,6-di-O-isopropylidene-3-O-triflyl-α-D-glucofuranose 在 盐酸 、 sodium hydroxide 、 sodium periodate 、 正丁基锂 、 硼烷 、 水 、 4-甲基苯磺酸吡啶 、 sodium hydride 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (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

文献信息

• Practical synthesis of [1-13C]- and [6-13C]-d-galactose
  作者：Ken-ichi Sato、Shoji Akai、Mayumi Sakuma、Masaru Kojima、Ken-ju Suzuki

  DOI：10.1016/s0040-4039(03)01098-0

  日期：2003.6

  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.