[(2S)-2-(hydroxymethyl)-3-[(2-methylpropan-2-yl)oxy]propyl] acetate | 213011-53-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(2S)-2-(hydroxymethyl)-3-[(2-methylpropan-2-yl)oxy]propyl] acetate
• CAS: 213011-53-1
• 化学式: C₁₀H₂₀O₄
• 分子量: 204.266
• InChiKey: CRMDLGRWCRAYDK-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(2S)-2-(hydroxymethyl)-3-[(2-methylpropan-2-yl)oxy]propyl] acetate 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以47%的产率得到(+)-(S)-3-(acetyloxy)-2-(tert-butoxymethyl)propanoic acid
  参考文献：
  名称：

  An easy route to 4-substituted 2-oxazolidinones from prochiral-1,3-diols

  摘要：

  A novel synthesis of 4-substituted 2-oxazolidniones starting from prochiral-1,3-diols has been developed. After enzymatic desymmetrisation the resulting monoacetyled diols were transformed into amides. A Hofmann rearrangement of these amides led to 2-oxazolidinones. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.034
• 作为产物：
  描述：

  2-(tert-butoxymethyl)propan-1,3-diol 在 pseudomonas fluorescens lipase 、 pH=7 buffer 作用下， 反应 26.0h， 生成 [(2S)-2-(hydroxymethyl)-3-[(2-methylpropan-2-yl)oxy]propyl] acetate
  参考文献：
  名称：

  Asymmetrization of meso-1,3-diols utilising Pseudomonas fluorescens lipase

  摘要：

  A convenient and enantioselective synthesis of monoacetates of meso-1,3-diols 2-substituted with an alkoxymethyl or a thiophenylmethyl group, by enzyme catalyzed acylation, is described. The absolute stereochemistries of two monoacetates were assigned by chemical correlation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00237-7

文献信息

• An easy route to 4-substituted 2-oxazolidinones from prochiral-1,3-diols
  作者：Hocine Allali、Boufeldja Tabti、Christian Alexandre、François Huet

  DOI：10.1016/j.tetasy.2004.02.034

  日期：2004.4

  A novel synthesis of 4-substituted 2-oxazolidniones starting from prochiral-1,3-diols has been developed. After enzymatic desymmetrisation the resulting monoacetyled diols were transformed into amides. A Hofmann rearrangement of these amides led to 2-oxazolidinones. (C) 2004 Elsevier Ltd. All rights reserved.
• Asymmetrization of meso-1,3-diols utilising Pseudomonas fluorescens lipase
  作者：François-René Alexandre、François Huet

  DOI：10.1016/s0957-4166(98)00237-7

  日期：1998.7

  A convenient and enantioselective synthesis of monoacetates of meso-1,3-diols 2-substituted with an alkoxymethyl or a thiophenylmethyl group, by enzyme catalyzed acylation, is described. The absolute stereochemistries of two monoacetates were assigned by chemical correlation. (C) 1998 Elsevier Science Ltd. All rights reserved.