(1R,2S,3R)-2-Hydroxymethyl-3-methyl-cyclopropanecarboxylic acid methyl ester

• 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: (1R,2S,3R)-2-Hydroxymethyl-3-methyl-cyclopropanecarboxylic acid methyl ester
• 英文别名: methyl (1R,2S,3R)-2-(hydroxymethyl)-3-methylcyclopropane-1-carboxylate
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: YGIOEPMYVWDVOM-NGJCXOISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,2S,3R)-2-Hydroxymethyl-3-methyl-cyclopropanecarboxylic acid methyl ester 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到(1R,2S,3R)-2-Formyl-3-methyl-cyclopropanecarboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2-(1H-imidazol-4-yl)cyclopropane carboxylic acids: key intermediates for H3 histamine receptor ligands

  摘要：

  A new synthetic methodology to provide cis-2-(1H-imidazol-4-yl)-cyclopropane carboxylic acids is described. These cyclopropanes are useful for the preparation of novel H-3 receptor agents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00793-x
• 作为产物：
  描述：

  (1R,5S,6R)-(-)-6-methyl-3-oxabicyclo[3.1.0]hexan-2-one 在 lithium hydroxide 作用下， 以 乙醚 为溶剂， 生成 (1R,2S,3R)-2-Hydroxymethyl-3-methyl-cyclopropanecarboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2-(1H-imidazol-4-yl)cyclopropane carboxylic acids: key intermediates for H3 histamine receptor ligands

  摘要：

  A new synthetic methodology to provide cis-2-(1H-imidazol-4-yl)-cyclopropane carboxylic acids is described. These cyclopropanes are useful for the preparation of novel H-3 receptor agents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00793-x

文献信息

• Synthesis and biological evaluation of novel 2-(1H-imidazol-4-yl)cyclopropane carboxylic acids: key intermediates for H3 histamine receptor ligands
  作者：Miguel F Braña、Cristina Guisado、Luis Fernando Alguacil、Elisa Garrido、Carmen Pérez-Garcı́a、Mariano Ruiz-Gayo

  DOI：10.1016/s0960-894x(02)00793-x

  日期：2002.12

  A new synthetic methodology to provide cis-2-(1H-imidazol-4-yl)-cyclopropane carboxylic acids is described. These cyclopropanes are useful for the preparation of novel H-3 receptor agents. (C) 2002 Elsevier Science Ltd. All rights reserved.