methyl (2R,3R)-2,3-dihydroxy-2-(hydroxymethyl)-3-phenylpropanoate | 1290074-60-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: methyl (2R,3R)-2,3-dihydroxy-2-(hydroxymethyl)-3-phenylpropanoate
• CAS: 1290074-60-0
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: VLWXUYZULJVHAS-MWLCHTKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-[hydroxy(phenyl)methyl]-5,6-dimethyl-5,6-dimethoxy-[1,4]-dioxane-2-carboxylic acid methyl ester 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 以92%的产率得到methyl (2R,3R)-2,3-dihydroxy-2-(hydroxymethyl)-3-phenylpropanoate
  参考文献：
  名称：

  Aldol reaction of butane-2,3-diacetal protected methyl glycerate

  摘要：

  The addition of aldehydes to butane-2,3-diacetal protected glycerates has been investigated. The reaction was shown to be diastereoselective by H-1 NMR spectroscopy thus confirming the ability of the diacetal to influence the stereochemical outcome of the new stereogenic center, the configuration of which was determined by Mosher's ester analysis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.01.004

文献信息

• Aldol reaction of butane-2,3-diacetal protected methyl glycerate
  作者：Simon E. Fern、Peter Heath、Alexander J.A. Cobb

  DOI：10.1016/j.tetasy.2011.01.004

  日期：2011.1

  The addition of aldehydes to butane-2,3-diacetal protected glycerates has been investigated. The reaction was shown to be diastereoselective by H-1 NMR spectroscopy thus confirming the ability of the diacetal to influence the stereochemical outcome of the new stereogenic center, the configuration of which was determined by Mosher's ester analysis. (C) 2011 Elsevier Ltd. All rights reserved.