[(2R,3R,3aR)-2-(2,2-dimethylpropanoyloxy)-1-oxo-2,3,3a,4-tetrahydropyrrolo[2,1-c][1,4]benzothiazin-3-yl] 2,2-dimethylpropanoate | 869338-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: [(2R,3R,3aR)-2-(2,2-dimethylpropanoyloxy)-1-oxo-2,3,3a,4-tetrahydropyrrolo[2,1-c][1,4]benzothiazin-3-yl] 2,2-dimethylpropanoate
• CAS: 869338-95-4
• 化学式: C₂₁H₂₇NO₅S
• 分子量: 405.515
• InChiKey: HMPKEIPVKVSWPE-NUEKZKHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  98.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2R,3R,3aR)-2-(2,2-dimethylpropanoyloxy)-1-oxo-2,3,3a,4-tetrahydropyrrolo[2,1-c][1,4]benzothiazin-3-yl] 2,2-dimethylpropanoate 在 硼烷四氢呋喃络合物 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 12.0h， 生成 2(R),3(R),4(S)-3,4-dihydroxy-2,3,3a,4-tetrahydro-1H-pyrrolo-[2,1-c][1,4]benzothiazine
  参考文献：
  名称：

  Design and Evaluation of Dihydroxytetrahydro-1H-pyrrolo[2,1-c]- [1,4]benzothiazines as Conformationally Restricted Transition-State Inhibitors of β-Ribosidases

  摘要：

  The preparation of three new chiral thiazines from ribose is described. Two of these are dihydroxytetrahydro-1H-pyrrolo[2,1-c][1,4]benzothiazines with iminopentitol substructures corresponding to the L-Iyxo and D-ribo configurations. They were designed to present a favorable transition-state mimic for the inhibition of ribosidases. This new thiazine class opens the way to the development of new inhibitors to carbohydrate processing enzymes of therapeutic importance such as nucleoside hydrolases and purine nucleoside phosphorylases.

  DOI：

  10.1021/jo050374g
• 作为产物：
  描述：

  methyl 5-bromo-5-deoxy-2,3-di-O-trimethylacetyl-D-ribofuranoside 在 chromium(VI) oxide 、 乙酸酐 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 [(2R,3R,3aR)-2-(2,2-dimethylpropanoyloxy)-1-oxo-2,3,3a,4-tetrahydropyrrolo[2,1-c][1,4]benzothiazin-3-yl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  Design and Evaluation of Dihydroxytetrahydro-1H-pyrrolo[2,1-c]- [1,4]benzothiazines as Conformationally Restricted Transition-State Inhibitors of β-Ribosidases

  摘要：

  The preparation of three new chiral thiazines from ribose is described. Two of these are dihydroxytetrahydro-1H-pyrrolo[2,1-c][1,4]benzothiazines with iminopentitol substructures corresponding to the L-Iyxo and D-ribo configurations. They were designed to present a favorable transition-state mimic for the inhibition of ribosidases. This new thiazine class opens the way to the development of new inhibitors to carbohydrate processing enzymes of therapeutic importance such as nucleoside hydrolases and purine nucleoside phosphorylases.

  DOI：

  10.1021/jo050374g

文献信息

• Pyrrolo-thiazines and processes for the preparation and use thereof
  申请人：Hollingsworth Rawle

  公开号：US20070055062A1

  公开（公告）日：2007-03-08

  1H-Pyrrolo-1,4-thiazines and a process for the preparation thereof are described. These compounds are useful as enzyme inhibitors in cells, particularly for medical uses.

  描述了1H-吡咯并噻嗪及其制备方法。这些化合物在细胞中作为酶抑制剂具有用途，特别适用于医疗用途。
• US7579343B2
  申请人：——

  公开号：US7579343B2

  公开（公告）日：2009-08-25