(S)-2-(acetylamino)-3-phenylpropyl thioacetate | 676457-72-0

• 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: (S)-2-(acetylamino)-3-phenylpropyl thioacetate
• 英文别名: S-[(2S)-2-acetamido-3-phenylpropyl] ethanethioate
• CAS: 676457-72-0
• 化学式: C₁₃H₁₇NO₂S
• 分子量: 251.349
• InChiKey: IVVYANNFEDOHQX-ZDUSSCGKSA-N

物化性质

• 熔点：
  121-122 °C(Solv: hexane (110-54-3); toluene (108-88-3))
• 沸点：
  452.6±45.0 °C(Predicted)
• 密度：
  1.131±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-(acetylamino)-3-phenylpropyl thioacetate 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 以85%的产率得到(S)-N-(1-mercaptomethyl-2-phenylethyl)acetamide
  参考文献：
  名称：

  Inhibition of α-chymotrypsin with thiol-bearing substrate analogues in the presence of zinc ion

  摘要：

  We have demonstrated that thiol-bearing analogues of alpha-chymotrysin (alpha-CT) substrates such as (S)-(1-benzyl-2-thiolethyl)-carbamic acid, benzyl ester (3) inhibits (alpha-CT, a prototypical serine protease, in the presence of Zn(II) ion. They constitute a novel class of small molecule inhibitors for alpha-CT believed to inhibit the enzyme by forming a ternary complex consisting of alpha-CT, Zn(II) ion, and the inhibitor. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.058
• 作为产物：
  描述：

  (S)-2-<(tert-Butoxycarbonyl)amino>-3-phenylpropyl thioacetate 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 1.0h， 生成 (S)-2-(acetylamino)-3-phenylpropyl thioacetate
  参考文献：
  名称：

  Inhibition of α-chymotrypsin with thiol-bearing substrate analogues in the presence of zinc ion

  摘要：

  We have demonstrated that thiol-bearing analogues of alpha-chymotrysin (alpha-CT) substrates such as (S)-(1-benzyl-2-thiolethyl)-carbamic acid, benzyl ester (3) inhibits (alpha-CT, a prototypical serine protease, in the presence of Zn(II) ion. They constitute a novel class of small molecule inhibitors for alpha-CT believed to inhibit the enzyme by forming a ternary complex consisting of alpha-CT, Zn(II) ion, and the inhibitor. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.058

文献信息

• Inhibition of α-chymotrypsin with thiol-bearing substrate analogues in the presence of zinc ion
  作者：Min Su Han、Dong Ju Oh、Dong H. Kim

  DOI：10.1016/j.bmcl.2003.11.058

  日期：2004.2

  We have demonstrated that thiol-bearing analogues of alpha-chymotrysin (alpha-CT) substrates such as (S)-(1-benzyl-2-thiolethyl)-carbamic acid, benzyl ester (3) inhibits (alpha-CT, a prototypical serine protease, in the presence of Zn(II) ion. They constitute a novel class of small molecule inhibitors for alpha-CT believed to inhibit the enzyme by forming a ternary complex consisting of alpha-CT, Zn(II) ion, and the inhibitor. (C) 2003 Elsevier Ltd. All rights reserved.