tert-butyl (2S,3R)-2-methylsulfonyloxy-3-(phenylmethoxycarbonylamino)butanoate | 203064-66-8

• 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: tert-butyl (2S,3R)-2-methylsulfonyloxy-3-(phenylmethoxycarbonylamino)butanoate
• CAS: 203064-66-8
• 化学式: C₁₇H₂₅NO₇S
• 分子量: 387.454
• InChiKey: QDMSSYSAUMFWKX-OCCSQVGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,3R)-2-methylsulfonyloxy-3-(phenylmethoxycarbonylamino)butanoate 在 palladium on activated charcoal potassium tert-butylate 、 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors

  摘要：

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00666-8
• 作为产物：
  描述：

  benzyl chlorocarbamate 在 potassium dioxotetrahydroxoosmate(VI) 、 次氯酸叔丁酯 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 tert-butyl (2S,3R)-2-methylsulfonyloxy-3-(phenylmethoxycarbonylamino)butanoate
  参考文献：
  名称：

  Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors

  摘要：

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00666-8

文献信息

• An Efficient Asymmetric Route to 2,3-Diaminobutanoic Acids
  作者：Hyunsoo Han、Juyoung Yoon、Kim D. Janda

  DOI：10.1021/jo9720391

  日期：1998.3.1
• Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors
  作者：Michael A. Letavic、John T. Barberia、Thomas J. Carty、Joel R. Hardink、Jennifer Liras、Lori L. Lopresti-Morrow、Peter G. Mitchell、Mark C. Noe、Lisa M. Reeves、Sheri L. Snow、Ethan J. Stam、Francis J. Sweeney、Marcie L. Vaughn、Chul H. Yu

  DOI：10.1016/s0960-894x(03)00666-8

  日期：2003.10

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.