1,1-dimethylethyl(1,4-dihydro-5-methyl-2,4-dioxo-2H-3,1-benzoxazin-6-yl)carbamate | 185689-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,1-dimethylethyl(1,4-dihydro-5-methyl-2,4-dioxo-2H-3,1-benzoxazin-6-yl)carbamate
• 英文别名: 1,1-dimethylethyl (1,4-dihydro-5-methyl-2,4-dioxo-2H-3,1-benzoxazin-6-yl)carbamate；tert-butyl N-(5-methyl-2,4-dioxo-1H-3,1-benzoxazin-6-yl)carbamate
• CAS: 185689-41-2
• 化学式: C₁₄H₁₆N₂O₅
• 分子量: 292.291
• InChiKey: SVUYBHVYQXXUNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,1-dimethylethyl(1,4-dihydro-5-methyl-2,4-dioxo-2H-3,1-benzoxazin-6-yl)carbamate 在 吡啶 、 盐酸 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 154.0h， 生成 3-Benzoylamino-2-methyl-6-[(S)-3-phenyl-2-(toluene-4-sulfonylamino)-propionylamino]-benzoic acid 2-trimethylsilanyl-ethyl ester
  参考文献：
  名称：

  Solution-phase parallel synthesis of a benzoxazinone library using complementary molecular reactivity and molecular recognition (CMR/R) purification technology

  摘要：

  A solution-phase synthesis of a benzoxazinone library is described. The five-step synthesis is accomplished using combinations of complementary molecular reactivity and molecular recognition (CMR/R) purification concepts, including reactant-sequestering resins, reagent-sequestering resins, sequestration-enabling-reagents, reaction-quenching resins, as well as the judicious use of polymeric reagents. The multi-step synthesis affords the desired benzoxazinone products in excellent purities and yields. This study demonstrates that multi-step library syntheses can be performed in solution-phase, and that utilization of CMR/R purification strategies as the sole method of purification can lead to products of high purity. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00132-x
• 作为产物：
  描述：

  5-methyl-6-nitro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,1-dimethylethyl(1,4-dihydro-5-methyl-2,4-dioxo-2H-3,1-benzoxazin-6-yl)carbamate
  参考文献：
  名称：

  Inhibition of human cytomegalovirus protease by benzoxazinones and evidence of antiviral activity in cell culture

  摘要：

  A series of 2-amino substituted benzoxazinones were prepared that potently inhibit human cytomegalovirus protease in vitro. Selected compounds demonstrate antiviral activity in cell culture, selectivity relative to chymotrypsin and elastase and stability with respect to hydrolysis in human plasma. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00368-5

文献信息

• 2-amino-benzoxazinones for the treatment of viral infections
  申请人：G.D. Searle & Co.

  公开号：US05985872A1

  公开（公告）日：1999-11-16

  A class of compounds for the treatment of viral infections. Compounds of particular interest are defined by Formula II ##STR1## wherein R.sup.28 is selected from (a) amino substituted with one or two radicals selected from alkyl, aralkyl, heterocycoalkyl, heterocyclo, and aryl, and (b) amino acid residues and derivatives thereof; wherein R.sup.29 is selected from hydrido, alkyl, halo, ##STR2## wherein R.sup.30 is selected from alkyl, alkoxy, alkylamino, carboxyalkyl, alkoxyalkyl, alkylaminoalkyl, cycloalkyl, heterocyclo, heterocycloalkyl, heterocycloalkoxy, alkylaminoalkoxy, alkylaminoalkylamino, heterocycloalkylamino, and N-aralkylamino; wherein R.sup.31 is alkyl; wherein R.sup.32 is alkyl and aryl; or a pharmaceutically-acceptable salt thereof.

  一类用于治疗病毒感染的化合物。特别感兴趣的化合物由公式 II ##STR1## 中定义，其中 R.sup.28 从（a）氨基被选自烷基、芳基烷基、杂环烷基、杂环和芳基中的一个或两个基团替代，和（b）氨基酸残基和其衍生物中选取；其中 R.sup.29 从氢化物、烷基、卤素、##STR2## 中选取；其中 R.sup.30 从烷基、烷氧基、烷基氨基、羧基烷基、烷氧基烷基、烷基氨基烷基、环烷基、杂环、杂环烷基、杂环烷氧基、烷基氨基烷氧基、烷基氨基烷基氨基、杂环烷基氨基和 N-芳基氨基中选取；其中 R.sup.31 为烷基；其中 R.sup.32 为烷基和芳基；或其药用可接受的盐。