[(2S)-2-[(3,4-dimethoxyphenyl)methoxymethyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]but-3-ynyl] acetate | 502183-36-0

• 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: [(2S)-2-[(3,4-dimethoxyphenyl)methoxymethyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]but-3-ynyl] acetate
• CAS: 502183-36-0
• 化学式: C₂₁H₂₉NO₇
• 分子量: 407.464
• InChiKey: XKASZCCIYYHADO-NRFANRHFSA-N

物化性质

• 沸点：
  530.7±50.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  92.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(2S)-2-[(3,4-dimethoxyphenyl)methoxymethyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]but-3-ynyl] acetate 在 氨 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Stereoselective Synthesis of Conformationally Constrained Glycosylated Amino Acids Using an Enzyme-Catalyzed Desymmetrization

  摘要：

  As part of an effort to probe the mechanism by which glycosyltransferases recognize glycoproteins and assemble the core structures of O-linked oligosaccharides, constrained glycopeptides, compounds 2 and 3, based on the alpha-N-acetylgalactosaminyl serine substructure 1, were designed. In this paper we describe a stereoselective preparation of protected versions of these compounds. A pig liver esterase-catalyzed enzymatic desymmetrization of a diacetate substrate, 10, was employed as a key component in the synthesis.

  DOI：

  10.1021/jo020532t
• 作为产物：
  描述：

  (1,1-bis(acetyloxymethyl)prop-2-ynyl)carbamic acid tert-butyl ester 在 phosphate buffer 、 pig liver esterase 、 camphor-10-sulfonic acid 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 生成 [(2S)-2-[(3,4-dimethoxyphenyl)methoxymethyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]but-3-ynyl] acetate
  参考文献：
  名称：

  Stereoselective Synthesis of Conformationally Constrained Glycosylated Amino Acids Using an Enzyme-Catalyzed Desymmetrization

  摘要：

  As part of an effort to probe the mechanism by which glycosyltransferases recognize glycoproteins and assemble the core structures of O-linked oligosaccharides, constrained glycopeptides, compounds 2 and 3, based on the alpha-N-acetylgalactosaminyl serine substructure 1, were designed. In this paper we describe a stereoselective preparation of protected versions of these compounds. A pig liver esterase-catalyzed enzymatic desymmetrization of a diacetate substrate, 10, was employed as a key component in the synthesis.

  DOI：

  10.1021/jo020532t