2-amino-1,4-di-O-benzyl-2-deoxy-L-erythritol | 164212-19-5

• 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: 2-amino-1,4-di-O-benzyl-2-deoxy-L-erythritol
• 英文别名: D-erythro-3-amino-1,4-bis-benzyloxy-butan-2-ol；(2R,3R)-3-amino-1,4-bis(phenylmethoxy)butan-2-ol
• CAS: 164212-19-5
• 化学式: C₁₈H₂₃NO₃
• 分子量: 301.386
• InChiKey: QUVPMQXCZFQGEX-MSOLQXFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-1,4-di-O-benzyl-2-deoxy-L-erythritol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 L-erythro-3-amino-butane-1,2,4-triol
  参考文献：
  名称：

  赤藓基-2-氨基-1，3，4-三羟基丁烷的立体定向合成

  摘要：

  左旋赤型-2-氨基-1,3,4-三羟基丁烷按以下立体定向方式合成：由反式-1,4-二苄氧基-2-丁烯（II）制备的反式环氧化物III通过氨解反应制得dl-赤型-2-氨基-1,3,4-三羟基丁烷-1,4-二苄基醚（IV），其已被L-谷氨酸裂解。通过氢解反应形成的去氧-2-氨基-1,3,4-三羟基丁烷与通过消耗臭氧并随后还原而从三乙酰基鞘氨醇获得的制备物相同。

  DOI：

  10.1002/hlca.19600430144
• 作为产物：
  描述：

  (S,S)-1,4-bis(benzyloxy)-2,3-epoxybutane 在 氨 作用下， 以 甲醇 为溶剂， 反应 120.0h， 以55%的产率得到2-amino-1,4-di-O-benzyl-2-deoxy-L-erythritol
  参考文献：
  名称：

  Synthesis and biological activity of acyclic anlogues of nojirimycin

  摘要：

  A series of acyclic compounds has been prepared which comprises compounds that mimic key structural elements of nojirimycin 1 and 1-deoxynojirimycin 2, both of which are highly effective glucosidase inhibitors, in order to ascertain if similar biological activity can be obtained with simpler structures. All of the compounds are competitive inhibitors of yeast alpha-glucosidase. with varying degrees of effectiveness, but none of them, in contrast to 1-deoxynojirimycin 2, show significant anti-HIV activity.

  DOI：

  10.1039/p19940002229

文献信息

• Interpretive Biases for Ambiguous Information in Body Dysmorphic Disorder
  作者：Ulrike Buhlmann、Sabine Wilhelm、Richard J. McNally、Brunna Tuschen-Caffier、Lee Baer、Michael A. Jenike

  DOI：10.1017/s1092852900017946

  日期：2002.6

  Anxiety-disordered patients and individuals with high trait anxiety tend to interpret ambiguous information as threatening. The purpose of this study was to investigate whether interpretive biases would also occur in body dysmorphic disorder (BDD), which is characterized by a preoccupation with imagined defects in one's appearance. We tested whether BDD participants, compared with obsessive-compulsive disorder participants and healthy controls, would choose threatening interpretations for ambiguous body-related, ambiguous social, and general scenarios. As we hypothesized, BDD participants exhibited a negative interpretive bias for body-related scenarios and for social scenarios, whereas the other groups did not. Moreover, both clinical groups exhibited a negative interpretive bias for general scenarios.

  摘要焦虑症患者和高度特质焦虑的人往往会把模棱两可的信息解释为具有威胁性。本研究的目的是调查身体畸形障碍（BDD）患者是否也会出现解释偏差。我们测试了与强迫症患者和健康对照组相比，身体畸形障碍患者是否会在与身体相关的模糊场景、社会模糊场景和一般场景中选择威胁性解释。正如我们所假设的那样，BDD 参与者在与身体相关的情景和社交情景中表现出消极的解释偏差，而其他组别则没有表现出这种偏差。此外，两组临床参与者在一般情景中都表现出了负面解释偏差。
• Synthesis and biological activity of acyclic anlogues of nojirimycin
  作者：Paul A. Fowler、Alan H. Haines、Richard J. K. Taylor、Ewan J. T. Chrystal、Michael B. Gravestock

  DOI：10.1039/p19940002229

  日期：——

  A series of acyclic compounds has been prepared which comprises compounds that mimic key structural elements of nojirimycin 1 and 1-deoxynojirimycin 2, both of which are highly effective glucosidase inhibitors, in order to ascertain if similar biological activity can be obtained with simpler structures. All of the compounds are competitive inhibitors of yeast alpha-glucosidase. with varying degrees of effectiveness, but none of them, in contrast to 1-deoxynojirimycin 2, show significant anti-HIV activity.
• Eine stereospezifische Synthese von<i>erythro</i>-2-Amino-1, 3, 4-trihydroxy-butan
  作者：J. Kiss、F. Sirokmán

  DOI：10.1002/hlca.19600430144

  日期：——

  Das linksdrehende erythro-2-Amino-1,3,4-trihydroxy-butan wurde auf folgendem stereospezifischen Weg synthetisiert: Das aus dem trans-1,4-Dibenzyloxy-2-buten (II) dargestellte trans-Epoxyd III gibt durch Ammonolyse dl-erythro-2-Amino-1,3,4-trihydroxy-butan-1,4-dibenzyläther (IV), welcher mit L-Glutaminsäure gespalten wurde. Das durch Hydrogenolyse gebildete D-erythro-2-Amino-1,3,4-trihydroxybutan ist

  左旋赤型-2-氨基-1,3,4-三羟基丁烷按以下立体定向方式合成：由反式-1,4-二苄氧基-2-丁烯（II）制备的反式环氧化物III通过氨解反应制得dl-赤型-2-氨基-1,3,4-三羟基丁烷-1,4-二苄基醚（IV），其已被L-谷氨酸裂解。通过氢解反应形成的去氧-2-氨基-1,3,4-三羟基丁烷与通过消耗臭氧并随后还原而从三乙酰基鞘氨醇获得的制备物相同。