(2R,3S)-3-methyl-4-phenylmethoxybutane-1,2,3-triol | 310888-00-7

• 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)-3-methyl-4-phenylmethoxybutane-1,2,3-triol
• CAS: 310888-00-7
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: DZSVFIWYIBPLAK-NEPJUHHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3S)-3-methyl-4-phenylmethoxybutane-1,2,3-triol 在 palladium on activated charcoal 氢气 作用下， 以100%的产率得到2-C-甲基-赤藓糖醇
  参考文献：
  名称：

  Simple and versatile synthesis of branched polyols: (+)-2-C-methylerythritol and (+)-2-C-methylthreitol

  摘要：

  The paper reports a new approach for the enantioselective synthesis of 2-C-methyl tetrols. The procedure has been utilized for preparing methylthreitol and methylerythritol, a putative intermediate in the mevalonate-independent biosynthesis of terpenoids in bacteria, algae and higher plants. The methodology offers straightforward access to related compounds and isotopically labeled derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01296-x
• 作为产物：
  描述：

  (2E)1-苄氧基-2-甲基-2-丁烯-4-醇 在 titanium(IV) isopropylate 、 sodium hydroxide 、 (+)-Weinsaeure-diethylester 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 26.25h， 生成 (2R,3S)-3-methyl-4-phenylmethoxybutane-1,2,3-triol
  参考文献：
  名称：

  Simple and versatile synthesis of branched polyols: (+)-2-C-methylerythritol and (+)-2-C-methylthreitol

  摘要：

  The paper reports a new approach for the enantioselective synthesis of 2-C-methyl tetrols. The procedure has been utilized for preparing methylthreitol and methylerythritol, a putative intermediate in the mevalonate-independent biosynthesis of terpenoids in bacteria, algae and higher plants. The methodology offers straightforward access to related compounds and isotopically labeled derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01296-x

文献信息

• Simple and versatile synthesis of branched polyols: (+)-2-C-methylerythritol and (+)-2-C-methylthreitol
  作者：Angelo Fontana、Rossella Messina、Aldo Spinella、Guido Cimino

  DOI：10.1016/s0040-4039(00)01296-x

  日期：2000.9

  The paper reports a new approach for the enantioselective synthesis of 2-C-methyl tetrols. The procedure has been utilized for preparing methylthreitol and methylerythritol, a putative intermediate in the mevalonate-independent biosynthesis of terpenoids in bacteria, algae and higher plants. The methodology offers straightforward access to related compounds and isotopically labeled derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.