3-hydroxy-1,2,3-benzotriazin-4(3H)-one ester of di-isopropylthio-acetic acid | 156881-71-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并-1,2,3-三嗪类化合物
• 英文名称: 3-hydroxy-1,2,3-benzotriazin-4(3H)-one ester of di-isopropylthio-acetic acid
• 英文别名: diisopropylthioacetic acid 3,4-dihydro-4-oxo-1,2,3-benzotriazin-3-yl ester；diisopropylthioacetic acid 3,4-dihydro-4-oxo-1,2,3-benzotriazin-3-yl-ester；3,4-dihydro-4-oxo-1,2,3-benzotriazin-3-yl di(isopropylthio)acetate；3-({Bis[(propan-2-yl)sulfanyl]acetyl}oxy)-1,2,3-benzotriazin-4(3H)-one；(4-oxo-1,2,3-benzotriazin-3-yl) 2,2-bis(propan-2-ylsulfanyl)acetate
• CAS: 156881-71-9
• 化学式: C₁₅H₁₉N₃O₃S₂
• 分子量: 353.466
• InChiKey: ZEVBYCCNDWNQJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-hydroxy-1,2,3-benzotriazin-4(3H)-one ester of di-isopropylthio-acetic acid 在 palladium diacetate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 28.0h， 生成 (4-{(E)-2-[4-(2,2-Bis-isopropylsulfanyl-acetylamino)-phenyl]-vinyl}-benzyl)-phosphonic acid
  参考文献：
  名称：

  COCHO-modified oxides nanoparticles by using phosphonic acid as grafting agent

  摘要：

  The synthesis of phosphonic acid 4 possessing a protected COCHO group, by using the Heck reaction is described. After grafting of the phosphonic acid 4 on metal oxides Al2O3, TiO2 or SnO2, the cleavage of the dithiane group was successful. The reactivity of the supported-COCHO group was examined by using model reactions with hydroxylamine and hydrazine derivatives. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01367-4
• 作为产物：
  描述：

  diisopropylthioacetic acid 、 3-羟基-1,2,3-苯并三嗪-4(3H)-酮 在 N,N'-二环己基碳二亚胺 作用下， 生成 3-hydroxy-1,2,3-benzotriazin-4(3H)-one ester of di-isopropylthio-acetic acid
  参考文献：
  名称：

  Synthesis of N-glyoxylyl peptides and their in vitro evaluation as HIV-1 protease inhibitors

  摘要：

  A series of novel synthetic peptides containing an N-terminal glyoxylyl function (CHOCO-) have been tested as inhibitors of HIV-1 protease. The N-glyoxylyl peptide CHOCO-Pro-Ile-Val-NH2, which fulfills the specificity requirements of the MA/CA protease cleavage site together with the criteria of transition state analogue of the catalyzed reaction, was found to be a moderate competitive inhibitor although favorable interactions were visualized between its hydrated form and the catalytic aspartates using molecular modeling. Increasing the length of the peptide sequence led to compounds acting only as substrates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00016-3

文献信息

• Synthesis and Chemical Reactivity ofα-Oxo Aldehyde-Supported Silicas
  作者：Samiran Kar、Pascal Joly、Michel Granier、Oleg Melnyk、Jean-Olivier Durand

  DOI：10.1002/ejoc.200300347

  日期：2003.11

  The synthesis and characterisation of α-oxo aldehyde-supported silicas by the sol-gel procedure is described. The glyoxylyl group was generated after gelation, either by periodic oxidation of gluconamide chains or by deprotection of a diisopropylthioacetal-protected derivative. The accessibility and reactivity of the supported α-oxo aldehyde function was investigated in model reactions with hydroxylamine

  描述了通过溶胶-凝胶程序合成和表征 α-氧代醛负载的二氧化硅。通过葡糖酰胺链的周期性氧化或通过二异丙基硫代缩醛保护的衍生物的脱保护，在凝胶化后生成乙醛基。在与羟胺和肼衍生物的模型反应中研究了支持的 α-氧代醛功能的可及性和反应性。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Synthesis of N-glyoxylyl peptides and their in vitro evaluation as HIV-1 protease inhibitors
  作者：Driss Qasmi、Eve de Rosny、Loïc René、Bernard Badet、Isabelle Vergely、Nicole Boggetto、Michèle Reboud-Ravaux

  DOI：10.1016/s0968-0896(97)00016-3

  日期：1997.4

  A series of novel synthetic peptides containing an N-terminal glyoxylyl function (CHOCO-) have been tested as inhibitors of HIV-1 protease. The N-glyoxylyl peptide CHOCO-Pro-Ile-Val-NH2, which fulfills the specificity requirements of the MA/CA protease cleavage site together with the criteria of transition state analogue of the catalyzed reaction, was found to be a moderate competitive inhibitor although favorable interactions were visualized between its hydrated form and the catalytic aspartates using molecular modeling. Increasing the length of the peptide sequence led to compounds acting only as substrates. (C) 1997 Elsevier Science Ltd.
• COCHO-modified oxides nanoparticles by using phosphonic acid as grafting agent
  作者：Samiran Kar、Jean-Olivier Durand、Michel Granier、Pascal Joly、Oleg Melnyk

  DOI：10.1016/s0040-4039(03)01367-4

  日期：2003.7

  The synthesis of phosphonic acid 4 possessing a protected COCHO group, by using the Heck reaction is described. After grafting of the phosphonic acid 4 on metal oxides Al2O3, TiO2 or SnO2, the cleavage of the dithiane group was successful. The reactivity of the supported-COCHO group was examined by using model reactions with hydroxylamine and hydrazine derivatives. (C) 2003 Elsevier Ltd. All rights reserved.