(2S,4S)-2,4-diazidopentane | 798568-77-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: (2S,4S)-2,4-diazidopentane
• CAS: 798568-77-1
• 化学式: C₅H₁₀N₆
• 分子量: 154.175
• InChiKey: AWJFANPWIBNSDY-WHFBIAKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  28.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二氯苯酚溴酯 、 (2S,4S)-2,4-diazidopentane 在 sodium hydroxide 作用下， 生成
  参考文献：
  名称：

  Asymmetric Coordination Polymerization of Acrylamides by Enantiomeric Metallocenium Ester Enolate Catalysts

  摘要：

  Optically active, rigid one-handed helical poly(N,N-diaryl acrylamide)s and their copolymers with the randomly coiled methacrylate blocks were synthesized using the asymmetric coordination polymerization rendered by enantiomeric ansa-zirconocenium ester enolate catalysts under ambient conditions.

  DOI：

  10.1021/ja072073p
• 作为产物：
  描述：

  Trifluoro-methanesulfonic acid (1R,3R)-1-methyl-3-trifluoromethanesulfonyloxy-butyl ester 在 N,N,N',N'-四甲基胍叠氮化物 作用下， 以 二氯甲烷 为溶剂， 生成 (2S,4S)-2,4-diazidopentane
  参考文献：
  名称：

  Enantioselective Synthesis of ansa-Zirconocenes

  摘要：

  The reaction of the chiral chelated bis-amide complex Zr{(2R,4R)-PhNCHMeCH2CHMeNPh}Cl2(THF)2 (R,R-7) with lithium ansa-bis-indenyl reagents Li2[SBI](Et2O) (8a, SBI = (1-indenyl)2SiMe2) or Li2[EBI](Et2O) (8b, EBI = 1,2-(1-indenyl)2ethane) in THF affords the corresponding ansa-zirconocenes S,S-(SBI)Zr{(2R,4R)-PhNCHMeCH2CHMeNPh} (S,S,R,R-9a) or S,S-(EBI)Zr{(2R,4R)-PhNCHMeCH2CHMeNPh} (S,S,R,R-9b) in >95% isolated yield and >99% enantiomeric excess. Compound 9b was converted to the corresponding enantiomerically pure dichloride S,S-(EBI)ZrCl2 (S,S-10b) in 91% isolated yield by reaction with HCl in Et2O. The chiral diamine (2R,4R)-HPhNCHMeCH2CHMeNHPh (R,R-5) was recovered from this reaction.

  DOI：

  10.1021/ja045245g

文献信息

• Conformer Equilibria in 2,4-Disubstituted Pentane Derivatives
  作者：Reinhard W. Hoffmann、Dirk Stenkamp、Thomas Trieselmann、Richard Göttlich

  DOI：10.1002/(sici)1099-0690(199911)1999:11<2915::aid-ejoc2915>3.0.co;2-r

  日期：1999.11

  only two conformations. Substituents have been varied in order to find those which lead to a strong preference of the conformer equilibrium. Studying 2-substituted 4-methylpentanes 3 and 4-benzyloxypentanes 12, it has been shown that substituent effects on the conformer equilibria are not additive, as would be expected on the grounds of steric effects alone. Rather, interactions between polar groups

  2,4-二取代戊烷是基本上仅采用两种构象的分子。为了找到导致构象异构体平衡的强烈偏好的取代基，已经改变了取代基。研究 2-取代的 4-甲基戊烷 3 和 4-苄氧基戊烷 12，已经表明取代基对构象异构体平衡的影响不是相加的，正如仅基于空间效应所预期的那样。相反，极性基团之间的相互作用加强了构象异构体平衡的偏差。当应用于 2,4-二取代戊烷时，氯或邻苯二甲酰亚胺等取代基将构象异构体平衡移动到 gg 构象异构体一侧，优先级超过 90%。
• Asymmetric Coordination Polymerization of Acrylamides by Enantiomeric Metallocenium Ester Enolate Catalysts
  作者：Garret M. Miyake、Wesley R. Mariott、Eugene Y.-X. Chen

  DOI：10.1021/ja072073p

  日期：2007.5.1

  Optically active, rigid one-handed helical poly(N,N-diaryl acrylamide)s and their copolymers with the randomly coiled methacrylate blocks were synthesized using the asymmetric coordination polymerization rendered by enantiomeric ansa-zirconocenium ester enolate catalysts under ambient conditions.
• Enantioselective Synthesis of <i>ansa</i>-Zirconocenes
  作者：Matthew D. LoCoco、Richard F. Jordan

  DOI：10.1021/ja045245g

  日期：2004.11.1

  The reaction of the chiral chelated bis-amide complex Zr(2R,4R)-PhNCHMeCH2CHMeNPh}Cl2(THF)2 (R,R-7) with lithium ansa-bis-indenyl reagents Li2[SBI](Et2O) (8a, SBI = (1-indenyl)2SiMe2) or Li2[EBI](Et2O) (8b, EBI = 1,2-(1-indenyl)2ethane) in THF affords the corresponding ansa-zirconocenes S,S-(SBI)Zr(2R,4R)-PhNCHMeCH2CHMeNPh} (S,S,R,R-9a) or S,S-(EBI)Zr(2R,4R)-PhNCHMeCH2CHMeNPh} (S,S,R,R-9b) in >95% isolated yield and >99% enantiomeric excess. Compound 9b was converted to the corresponding enantiomerically pure dichloride S,S-(EBI)ZrCl2 (S,S-10b) in 91% isolated yield by reaction with HCl in Et2O. The chiral diamine (2R,4R)-HPhNCHMeCH2CHMeNHPh (R,R-5) was recovered from this reaction.