((1S,2R,3R,4S,5R)-5-tert-Butoxycarbonylamino-2,3,4-trihydroxy-cyclohexyl)-carbamic acid tert-butyl ester | 189157-45-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((1S,2R,3R,4S,5R)-5-tert-Butoxycarbonylamino-2,3,4-trihydroxy-cyclohexyl)-carbamic acid tert-butyl ester
• CAS: 189157-45-7
• 化学式: C₁₆H₃₀N₂O₇
• 分子量: 362.423
• InChiKey: KADAQTGBCQCVSZ-CSPFCNMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.26
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  137.35
• 氢给体数：
  5.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ((1S,2R,3R,4S,5R)-5-tert-Butoxycarbonylamino-2,3,4-trihydroxy-cyclohexyl)-carbamic acid tert-butyl ester 在 四丁基碘化铵 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of linked carbohydrates and evaluation of Their binding for 16S RNA by mass spectrometry

  摘要：

  A library of linked molecules were synthesized from the common sugar moieties existing in the natural amino glycosides. These linked molecules were screened against bacterial 16S RNA for their binding affinity using a mass spectrometry-based technology. Some of these compounds exhibited low micromolar affinity and could serve as leads for further development as antibacterial agents. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.09.005
• 作为产物：
  描述：

  neamine tetrahydrochloride 在 氢溴酸 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 49.0h， 生成 ((1S,2R,3R,4S,5R)-5-tert-Butoxycarbonylamino-2,3,4-trihydroxy-cyclohexyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  开发用于抑制致癌 miRNA 产生的 2-脱氧链霉胺-核碱基偶联物

  摘要：

  发现用于选择性 RNA 靶向的新原始支架是当前药物化学的主要挑战之一，因为治疗相关的 RNA 代表了许多病理学的潜在靶标。最近的努力一直致力于寻找靶向致癌 miRNA 生物发生的 RNA 配体，这些 miRNA 的过度表达与各种癌症的发展直接相关。在这项工作中，我们基于 2-脱氧链霉胺支架开发了一系列新的 RNA 配体，用于靶向致癌 miRNA 生物合成。后者是氨基糖苷类新霉素的一部分，已知在此类 RNA 结合物的 RNA 相互作用中起着重要作用。因此，2-脱氧链霉胺与天然和人工核碱基结合，以获得致癌 miR-372 前体（pre-miR-372）的新结合剂。

  DOI：

  10.1039/d1md00345c

文献信息

• Synthesis of 2″-oxidized derivatives of 5-deoxy-5-epi-5-fluoro-dibekacin and -arbekacin, and study on structure-chemical shift relationships of urethane(or amide)-type NH protons in synthetic intermediates
  作者：Yoshihiko Kobayashi、Tsutomu Tsuchiya

  DOI：10.1016/s0008-6215(96)00318-7

  日期：1997.3

  Three 2''-modified dibekacin-analogs have been prepared as potential compounds active against resistant bacteria producing 2''-O-phosphotransferases; one is 5-deoxy-5,2''-diepi-5-fluorodibekacin (9) prepared from a suitably protected 2''-O-triflyl derivative through the 2'',3''-cyclic carbamate, and the others are 2''-oxo derivatives (12 and 22, both as the hydrate) of 5-deoxy-5-epi-5-fluoro-dibekacin and -arbekacin prepared through oxidation at C-2'' of suitably protected derivatives. Relationships between the t-butoxycarbonyl(= Boc)-NH-shifts of per-N-Boc synthetic intermediates and their structures were studied. It was found that the shifts, measured in pyridine-d(5) at 80 degrees C, which spread over a close range (delta 6-7 ppm), are sensitively influenced by nearby and surrounding groups around the BocNH group in respect of electron-withdrawing character, hydrogen bonding (BocNH ... acceptor), and also solvent effects (BocNH ... NC5H5). (C) 1997 Elsevier Science Ltd.