tert-butyl {2-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)-amino]ethyl}-carbamate | 533903-25-2

• 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: tert-butyl {2-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)-amino]ethyl}-carbamate
• 英文别名: N1-Cbz-N2-Boc-N1-[2-(Boc-amino)ethyl]-1,2-ethanediamine；benzyl N,N-bis[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]carbamate
• CAS: 533903-25-2
• 化学式: C₂₂H₃₅N₃O₆
• 分子量: 437.536
• InChiKey: WQQQOGWMNZZDKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl {2-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)-amino]ethyl}-carbamate 在 palladium on activated charcoal 氢气 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 7.0h， 生成 N¹,N⁷-bis[N,N'-bis(tert-butoxycarbonyl)guanyl]diethylenetriamine
  参考文献：
  名称：

  Tobramycin analogues with C-5 aminoalkyl ether chains intended to mimic rings III and IV of paromomycin

  摘要：

  Based on available X-ray structural and modeling data, a series of tobramycin derivatives with C-5 ether chains bearing basic groups were synthesized. These were intended to be hybrid molecules that combine features of tobramycin and paromomycin. Their binding to ribosomes and their antibacterial activity were determined. The 5-O-(2-guanidylethyl) ether of tobramycin (9g) was the most active analogue in the series. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01624-1
• 作为产物：
  描述：

  氯甲酸苄酯 、 二(2-甲基-2-丙基)(亚氨基二-2,1-乙二基)二氨基甲酸酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以71%的产率得到tert-butyl {2-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)-amino]ethyl}-carbamate
  参考文献：
  名称：

  Tobramycin analogues with C-5 aminoalkyl ether chains intended to mimic rings III and IV of paromomycin

  摘要：

  Based on available X-ray structural and modeling data, a series of tobramycin derivatives with C-5 ether chains bearing basic groups were synthesized. These were intended to be hybrid molecules that combine features of tobramycin and paromomycin. Their binding to ribosomes and their antibacterial activity were determined. The 5-O-(2-guanidylethyl) ether of tobramycin (9g) was the most active analogue in the series. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01624-1

文献信息

• Facile Synthetic Route to Selectively Protected Spermidine Homologues
  作者：Ryszard Andruszkiewicz、Ewa Gronek、Jolanta Hałuszczak

  DOI：10.1080/00397910701845431

  日期：2008.2.1

  Abstract Several selectively protected spermidine homologues were synthesized via cyanoethylation reaction of monoprotected diamines, subsequent protection of their secondary amino group, hydrolysis of nitrile to primary amide function, and final Hofmann degradation of amides to amines with the aid of iodosobenzene diacetate (PIDA). The protected spermidine homologues may be directly used in the synthesis

  摘要 通过单保护二胺的氰乙基化反应、仲氨基的后续保护、腈水解为伯酰胺官能团以及酰胺在二乙酸碘苯酯 (PIDA) 的帮助下最终霍夫曼降解为胺，合成了几种选择性保护的亚精胺同系物。受保护的亚精胺同系物可直接用于多胺酰胺的合成或可进一步官能化。
• Tobramycin analogues with C-5 aminoalkyl ether chains intended to mimic rings III and IV of paromomycin
  作者：Stephen Hanessian、Martin Tremblay、Eric E Swayze

  DOI：10.1016/s0040-4020(02)01624-1

  日期：2003.2

  Based on available X-ray structural and modeling data, a series of tobramycin derivatives with C-5 ether chains bearing basic groups were synthesized. These were intended to be hybrid molecules that combine features of tobramycin and paromomycin. Their binding to ribosomes and their antibacterial activity were determined. The 5-O-(2-guanidylethyl) ether of tobramycin (9g) was the most active analogue in the series. (C) 2003 Elsevier Science Ltd. All rights reserved.