N-3,5-dinitrobenzoyl-l-alanine octylester | 153169-99-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-3,5-dinitrobenzoyl-l-alanine octylester
• 英文别名: N-3,5-dinitrobenzoyl-l-alanine-octylester；octyl (2S)-2-[(3,5-dinitrobenzoyl)amino]propanoate
• CAS: 153169-99-4
• 化学式: C₁₈H₂₅N₃O₇
• 分子量: 395.412
• InChiKey: QNHFENUOEUSSNH-ZDUSSCGKSA-N

物化性质

• 沸点：
  518.7±50.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  147
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-3,5-dinitrobenzoyl-l-alanine octylester 在 palladium 10% on activated carbon 、 氢气 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到octyl (3,5-diaminobenzoyl)-L-alaninate
  参考文献：
  名称：

  Reaction of Bromoacetyl and Sulfhydryl Groups: Efficient Synthesis of Aromatic Oligoamides Consisting of Benzene-1,3,5-tricarboxamide Units

  摘要：

  A series of aromatic oligoamides consisting of benzene-1,3,5-tricarboxamide (BTA) residues linked by thioether bonds were designed and synthesized based on the highly efficient and specific reaction between sulfhydryl and bromoacetyl groups. Initial assessment of the folding of these oligoamides with circular dichroism (CD) spectroscopy showed that these oligoamides could fold into a helical conformation.

  DOI：

  10.1055/s-0035-1560510
• 作为产物：
  描述：

  3,5-二硝基苯甲酸 在 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 N-3,5-dinitrobenzoyl-l-alanine octylester
  参考文献：
  名称：

  One-Pot Formation of Aromatic Tetraurea Macrocycles

  摘要：

  Treating derivatives of m-phenylenediamine having different electron-richness and reactivities with triphosgene in the presence of triethylamine led to aromatic tetraurea rnacrocycles in high yields. Factors important for efficiently forming these macrocycles include the molar ratio (2:1) between the diamine and triphosgene, reaction temperature (-75 degrees C), and solvent (CH2Cl2). By controlling the order and rate for adding diamines, tetraurea macrocycles consisting of two different types of monomeric residues have also been obtained in high yields.

  DOI：

  10.1021/ol300684j

文献信息

• [EN] NOVEL BICYCLIC NUCLEOSIDES AND OLIGOMERS PREPARED THEREFROM<br/>[FR] NOUVEAUX NUCLÉOSIDES BICYCLIQUES ET OLIGOMÈRES PRÉPARÉS À PARTIR DE CEUX-CI
  申请人：UNIV BERN

  公开号：WO2018099946A1

  公开（公告）日：2018-06-07

  The present invention relates to novel bicyclic nucleosides and oligomers prepared therefrom. In particular, the present invention relates to a compound of formula (I), wherein one of T1 and T2 is OR1 or OR2; and the other of T1 and T2 is OR1 or OR2; wherein R1 is H or a hydroxyl protecting group, and R2 is a phosphorus moiety; and wherein Bx is a nucleobase. Furthermore, the present invention relates to said compounds, bicyclic nucleosides and said oligomers for use as a medicament in the prevention, treatment or diagnosis of a disease.

  本发明涉及新颖的双环核苷和由其制备的寡聚物。具体而言，本发明涉及一种具有式(I)的化合物，其中T1和T2中的一个是OR1或OR2；另一个是OR1或OR2；其中R1是H或羟基保护基，R2是磷酸基团；Bx是一个核碱基。此外，本发明涉及所述化合物、双环核苷和所述寡聚物作为药物在预防、治疗或诊断疾病中的用途。
• PEPTIDE NUCLEIC ACID MONOMERS AND OLIGOMERS
  申请人：Liu Chuan Fa

  公开号：US20110245458A1

  公开（公告）日：2011-10-06

  Disclosed is a peptide nucleic acid monomer as well as a corresponding peptide nucleic acid molecule. The monomer comprises a terminal amino group and a terminal group A. The terminal amino group and the terminal group A are connected by an aliphatic moiety. The main chain of this aliphatic moiety is free of groups that are charged under physiological conditions. The terminal group A is one of —COOH, —COOR 3 , —COX, —COSR 3 , —CN, —CONH 2 , —CONHR 3 , —CONR 3 , R 4 , with R 3 and R4 being H or an aliphatic, alicyclic, aromatic, arylaliphatic or arylalicyclic group, and X being a halogen atom. The terminal amino group is substituted by an aliphatic group with a main chain of at least two carbon atoms and optionally 0 to a bout 2 heteroatoms selected from the group N, O, S, Se and Si. The main chain has a polar head group Z.

  揭示了一种肽核酸单体以及相应的肽核酸分子。该单体包括一个末端氨基团和一个末端基团A。末端氨基团和末端基团A由一个脂肪族基团连接。该脂肪族基团的主链在生理条件下不带电。末端基团A是以下之一：—COOH、—COOR3、—COX、—COSR3、—CN、—CONH2、—CONHR3、—CONR3、R4，其中R3和R4为H或脂肪族、脂环、芳香、芳香脂肪或芳香脂环基团，X为卤素原子。末端氨基团被一个至少有两个碳原子的脂肪族基团取代，可选地含有0到大约2个来自N、O、S、Se和Si组的杂原子。主链具有一个极性头基团Z。
• Synthesis of methoxy nucleosides and enzymatic nucleic acid molecules
  申请人：RIBOZYME PHARMACEUTICALS, INC.

  公开号：EP1108724A2

  公开（公告）日：2001-06-20

  This invention relates to chemical synthesis of 2'-O-methyl, 3'-O-methyl and 5'-O-methyl nucleosides, incorporation of novel chemical modifications in enzymatic nucleic acid molecules and improved methods for the synthesis of enzymatic nucleic acid molecules.

  本发明涉及 2'-O-甲基、3'-O-甲基和 5'-O-甲基核苷的化学合成、在酶核酸分子中加入新型化学修饰以及改进酶核酸分子的合成方法。
• NOVEL BICYCLIC NUCLEOSIDES AND OLIGOMERS PREPARED THEREFROM
  申请人：Universität Bern

  公开号：EP3330276A1

  公开（公告）日：2018-06-06

  The present invention relates to novel bicyclic nucleosides and oligomers prepared therefrom. In particular, the present invention relates to a compound of formula (I) wherein one of T1 and T2 is OR, or OR2; and the other of T1 and T2 is OR1 or OR2; wherein R1 is H or a hydroxyl protecting group, and R2 is a phosphorus moiety; and wherein Bx is a nucleobase. Furthermore, the present invention relates to said compounds, bicyclic nucleosides and said oligomers for use as a medicament in the prevention, treatment or diagnosis of a disease.

  本发明涉及新型双环核苷及其制备的低聚物。特别是，本发明涉及一种式 (I) 的化合物 其中 T1 和 T2 之一为 OR 或 OR2；T1 和 T2 之二为 OR1 或 OR2；R1 为 H 或羟基保护基，R2 为磷分子；Bx 为核碱基。此外，本发明涉及上述化合物、双环核苷和上述低聚物，可用作预防、治疗或诊断疾病的药物。
• Bicyclic nucleosides and oligomers prepared therefrom
  申请人：UNIVERSITÄT BERN

  公开号：US11028117B2

  公开（公告）日：2021-06-08

  Oligomers can be prepared from bicyclic nucleosides. The nucleosides can be a compound of formula (I) in which each of T1 and T2 is independently OR1 or OR2; R1 is H or a hydroxyl protecting group, R2 is a phosphorus moiety; and Bx is a nucleobase. The compounds, bicyclic nucleosides and oligomers are useful for the prevention, treatment or diagnosis of muscular dystrophy.

  低聚物可由双环核苷制备。核苷可以是式 (I) 的化合物 其中 T1 和 T2 各自独立地为 OR1 或 OR2；R1 为 H 或羟基保护基团，R2 为磷分子；Bx 为核碱基。这些化合物、双环核苷和低聚物可用于预防、治疗或诊断肌肉萎缩症。