(2S,3S,4S,5R)-2-[2-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]ethyl]-5-(hydroxymethyl)oxolane-3,4-diol | 1410061-46-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4S,5R)-2-[2-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]ethyl]-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 1410061-46-9
• 化学式: C₁₂H₂₂O₈
• 分子量: 294.302
• InChiKey: WHCSWYISVLJWKF-JLFWRBHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  140
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  [(1R,4R)-1,4-bis[(3aS,4S,6S,6aS)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]-4-methylsulfonyloxybutyl] methanesulfonate 在 sodium tetrahydroborate 、 对甲苯磺酸 、 三氟乙酸 作用下， 以 水 、 异丙醇 为溶剂， 反应 83.0h， 生成 (2S,3S,4S,5R)-2-[2-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]ethyl]-5-(hydroxymethyl)oxolane-3,4-diol
  参考文献：
  名称：

  Stereospecific synthesis of C-arabinofuranosides and carba-disaccharide analogues of Motif C of cell wall AG complex of Mtb

  摘要：

  A simple strategy for the synthesis of alpha- and beta-C-arabinofuranosides featuring a furan ring transposition reaction has been developed. A novel double furan ring transposition reaction has proposed and executed for the synthesis of the carba-disaccharide analogue of Motif C of the cell wall AG complex of Mtb. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.015

文献信息

• Stereospecific synthesis of C-arabinofuranosides and carba-disaccharide analogues of Motif C of cell wall AG complex of Mtb
  作者：Rahul S. Patil、Ketan M. Ahire、C.V. Ramana

  DOI：10.1016/j.tetlet.2012.09.015

  日期：2012.11

  A simple strategy for the synthesis of alpha- and beta-C-arabinofuranosides featuring a furan ring transposition reaction has been developed. A novel double furan ring transposition reaction has proposed and executed for the synthesis of the carba-disaccharide analogue of Motif C of the cell wall AG complex of Mtb. (C) 2012 Elsevier Ltd. All rights reserved.