O,O',N,N',N''-pentatosyl N,N''-bis(hydroxyethyl) diethylenetriamine | 97783-00-1

• 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: O,O',N,N',N''-pentatosyl N,N''-bis(hydroxyethyl) diethylenetriamine
• 英文别名: N,N',N"-tris(p-toluenesulfonyl)-3,6,9-triazaundecane-1,11-di-p-toluenesulfonate；2-[(4-Methylphenyl)sulfonyl-[2-[(4-methylphenyl)sulfonyl-[2-[(4-methylphenyl)sulfonyl-[2-(4-methylphenyl)sulfonyloxyethyl]amino]ethyl]amino]ethyl]amino]ethyl 4-methylbenzenesulfonate
• CAS: 97783-00-1
• 化学式: C₄₃H₅₁N₃O₁₂S₅
• 分子量: 962.221
• InChiKey: FHVRVSMFLISFJD-UHFFFAOYSA-N

物化性质

• 沸点：
  1024.5±75.0 °C(Predicted)
• 密度：
  1.360±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  63
• 可旋转键数：
  22
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  241
• 氢给体数：
  0
• 氢受体数：
  15

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	N3,N6,N9-tritosyl-3,6,9-triaza-1,11-undecanediol	74461-29-3	C29H39N3O8S3	653.842
  N,N′,N′′-三(对甲苯磺酰)二乙撑三胺	1,4,7-tritosyl-1,4,7-triazaheptane	56187-04-3	C25H31N3O6S3	565.736

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  1,4,7,10-四甲苯磺酰-1,4,7,10-四氮杂环十二烷	cyclen tetratosylate	52667-88-6	C36H44N4O8S4	789.031

反应信息

• 作为反应物：
  描述：

  O,O',N,N',N''-pentatosyl N,N''-bis(hydroxyethyl) diethylenetriamine 、 disodium cis-1,2-dicyano-1,2-ethylenedithiolate 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以34%的产率得到N,N',N"-tris(p-toluenesulfonyl)-1,4,7-triaza-10,13-dithiacyclopentadec-11-en-11,12-dicarbonitrile
  参考文献：
  名称：

  Macrocyclic dithiomaleonitrile derivatives containing sulfur and nitrogen heteroatoms

  摘要：

  A general synthetic method for incorporation of the dithiomaleonitrile unit into macrocycles containing sulfur, oxygen, and nitrogen heteroatoms is presented along with the single-crystal X-ray structures of the thiacrowns. In addition to being new ligands, these macrocycles are direct precursors to peripherally crown functionalized porphyrazines capable of coordinating multiple metal ions.

  DOI：

  10.1016/0040-4020(95)00439-f
• 作为产物：
  描述：

  N,N′,N′′-三(对甲苯磺酰)二乙撑三胺 在 吡啶 、 potassium carbonate 作用下， 反应 84.0h， 生成 O,O',N,N',N''-pentatosyl N,N''-bis(hydroxyethyl) diethylenetriamine
  参考文献：
  名称：

  Clegg, William; Cooper, Paul J.; Kinnear, Kenneth I., Journal of the Chemical Society. Perkin transactions II, 1993, # 7, p. 1259 - 1268

  摘要：

  DOI：

文献信息

• An Efficient Route to Symmetrically and Unsymmetrically Substituted Azamacrocyclic Ligands
  作者：Sonia Pulacchini、Michael Watkinson

  DOI：10.1002/1099-0690(200111)2001:22<4233::aid-ejoc4233>3.0.co;2-l

  日期：2001.11

  An extremely efficient cyclisation protocol has been developed for the synthesis of symmetrically (6) and unsymmetrically substituted (7) derivatives of 1,4,7-triazacyclononane (2). The optimised conditions can be successfully applied to the synthesis of larger macrocycles 15a and 18a. In contrast, the protocol is not generally applicable with benzylamine, and the cyclic carbamates 16 and 19, rather

  已开发出一种极其有效的环化方案，用于合成 1,4,7-三氮杂环壬烷 (2) 的对称 (6) 和非对称取代 (7) 衍生物。优化的条件可以成功地应用于合成更大的大环 15a 和 18a。相比之下，该协议通常不适用于苄胺，并且形成了环状氨基甲酸酯 16 和 19，而不是较大的氮杂大环，这表明使用 K2CO3 在 CH3CN 中的环化对 7 的形成具有高度特异性。
• <i>N</i>-(ω-TOSYLOXYALKYL)PHTHALIMIDES AS REACTIVE GENERAL SYNTHONS FOR INTRODUCING ALKYLAMINO GROUPS AND THEIR APPLICATION FOR THE “SELF-PROLIFERATIVE” SYNTHESIS OF OPEN-CHAIN POLYAMINES
  作者：Masaaki Iwata、Hiroyoshi Kuzuhara

  DOI：10.1246/cl.1986.369

  日期：1986.3.5

  New synthetic routes to N-(ω-tosyloxyalkyl)phthalimides (2) were developed and the synthetic utility of 2 as alkylating reagents was exemplified in the open-chain polyamine synthesis involving the ...

  开发了 N-(ω-甲苯磺酰氧基烷基)邻苯二甲酰亚胺 (2) 的新合成路线，并在开链多胺合成中举例说明了 2 作为烷基化试剂的合成效用，涉及...
• Bifunctionalization of α,ω-sulphonamides via kinetically controlled reaction of α,ω-bis(N-nitrososulphonamides)
  作者：Masaaki Iwata、Hiroyoshi Kuzuhara

  DOI：10.1039/c39850000918

  日期：——

  α,ω-Bis(N-nitrososulphonamides) in hot benzene were converted into α,ω-disulphonates and bifunctional α-sulophonate-ω-sulphonamides, in good yields, by Intramolecular N-nitrososulphonamide–sulphonate rearrangement.

  通过分子内N-亚硝基磺酰胺-磺酸酯的重排，将热苯中的α，ω-双（N-亚硝基磺酰胺）转化为α，ω-二磺酸酯和双官能α-磺酸酯-ω-磺酰胺。
• IMATA, MASAAKI;KUZUHARA, HIROYOSHI, CHEM. LETT., 1986, N 3, 369-372
  作者：IMATA, MASAAKI、KUZUHARA, HIROYOSHI

  DOI：——

  日期：——
• Macrocyclic dithiomaleonitrile derivatives containing sulfur and nitrogen heteroatoms
  作者：Steven J. Lange、John W. Sibert、Charlotte L. Stern、A.G.M. Barrett、Brian M. Hoffman

  DOI：10.1016/0040-4020(95)00439-f

  日期：1995.7

  A general synthetic method for incorporation of the dithiomaleonitrile unit into macrocycles containing sulfur, oxygen, and nitrogen heteroatoms is presented along with the single-crystal X-ray structures of the thiacrowns. In addition to being new ligands, these macrocycles are direct precursors to peripherally crown functionalized porphyrazines capable of coordinating multiple metal ions.