2,2-Dimethyl-propionic acid (2R,3R,3aR,6R,7R,7aR)-7-amino-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-6-methoxy-hexahydro-furo[3,2-b]pyran-3-yl ester | 828914-79-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: 2,2-Dimethyl-propionic acid (2R,3R,3aR,6R,7R,7aR)-7-amino-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-6-methoxy-hexahydro-furo[3,2-b]pyran-3-yl ester
• CAS: 828914-79-0
• 化学式: C₁₇H₂₅N₃O₇
• 分子量: 383.401
• InChiKey: XIINCSLXSVWWCG-UKLPQCNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.87
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  134.87
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (2R,3R,3aR,6R,7R,7aR)-7-amino-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-6-methoxy-hexahydro-furo[3,2-b]pyran-3-yl ester 在 甲胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 73.0h， 生成 (2R,3R,3aS,6S,7R,7aR)-[2-(2',4'-dioxo-3',4'-dihydro-2H-pyrimidin-1'-yl)-3-hydroxy-6-methoxy-hexahydrofuro[3,2-b]pyran-7-yl]-urea
  参考文献：
  名称：

  Total synthesis of malayamycin A and analogues

  摘要：

  The total synthesis of the bicyclic C-nucleoside malayamycin A is described starting with D-ribonolactone. A new method was developed to obtain preparatively important quantities of beta-pseudouridine, which was used as an intermediate. The synthesis of a carba N-nucleoside analogue of malayamycin A is also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.066
• 作为产物：
  描述：

  (2R,3R,3aR,6R,7R,7aR)-7-azido-3-benzyloxy-2,6-dimethoxy-hexahydrofuro[3,2-b]pyran 在 吡啶 、 甲醇 、 4-二甲氨基吡啶 、 N-溴代丁二酰亚胺(NBS) 、 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 三氟化硼乙醚 、 水 、 potassium carbonate 、 三甲基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 6.67h， 生成 2,2-Dimethyl-propionic acid (2R,3R,3aR,6R,7R,7aR)-7-amino-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-6-methoxy-hexahydro-furo[3,2-b]pyran-3-yl ester
  参考文献：
  名称：

  Total synthesis of malayamycin A and analogues

  摘要：

  The total synthesis of the bicyclic C-nucleoside malayamycin A is described starting with D-ribonolactone. A new method was developed to obtain preparatively important quantities of beta-pseudouridine, which was used as an intermediate. The synthesis of a carba N-nucleoside analogue of malayamycin A is also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.066

文献信息

• [EN] NOVEL 2,7-DIOXO-BICYCLO[4.3.0]NON-5-YL-UREA DERIVATIVES<br/>[FR] NOUVEAUX DERIVES DE 2,7-DIOXO-BICYCLO[4.3.0]NON-5-YL-UREE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2005005432A1

  公开（公告）日：2005-01-20

  The present invention relates to novel fungicidal 2,7-dioxo-bicyclo[4.3.0] non-5-yl-urea derivatives, to processes for their preparation and to certain intermediate chemicals used in those processes. It also relates to the use of the compounds as biocides, to compositions containing biocidally effective amounts of the compounds and to methods of combating pathogens using the compounds. The invention encompasses 2,7-dioxo-bicyclo[4.3.0]non-5-yl-urea derivatives of formula (I) wherein R is H or C1-6alkyl (for example, methyl), the RO group is cis- or trans- to the NH2CONH group, R1 is H, formyl, C1-8alkylcarbonyl, C3-8cycloalkylcarbonyl, or optionally substituted benzoyl, and X is a N-linked heterocyclic group of the formula (II) or of the formula (III), wherein R2 is H, C1-4alkyl (especially methyl) or halo, or of the formula (IV): The compounds of formula I possess useful plant protecting properties and may advantageously be employed in agricultural practice for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi.

  本发明涉及新型杀真菌2,7-二氧代双环[4.3.0]戊-5-基脲衍生物，其制备方法以及在这些方法中使用的某些中间化学品。它还涉及将这些化合物用作生物杀菌剂，含有这些化合物生物杀菌有效量的组合物，以及使用这些化合物来对抗病原体的方法。本发明涵盖了公式（I）中R为H或C1-6烷基（例如，甲基），RO基团与NH2CONH基团的位置为顺式或反式，R1为H，甲酰基，C1-8烷基羰基，C3-8环烷基羰基，或者可选择取代的苯甲酰基，X为公式（II）或公式（III）的N-连接杂环基团，其中R2为H，C1-4烷基（尤其是甲基）或卤素，或者为公式（IV）的化合物：公式I的化合物具有有益的植物保护性能，并可有利地用于农业实践中，用于控制或预防植物受植物病原微生物，尤其是真菌的侵害。