N,N-α,ε-bis-Boc-L-lysine O-benzyl ester | 173073-45-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N-α,ε-bis-Boc-L-lysine O-benzyl ester
• 英文别名: (S)-benzyl 2,6-bis(tert-butoxycarbonylamino)-hexanoate；Nα,Nε-di-(tert-butoxycarbonyl)-L-lysine benzyl ester；benzyl (2S)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate
• CAS: 173073-45-5
• 化学式: C₂₃H₃₆N₂O₆
• 分子量: 436.549
• InChiKey: VWLAOZFNBPEQBN-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N-α,ε-bis-Boc-L-lysine O-benzyl ester 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (S)-benzyl 2,6-bis(2,2-dimethylpent-4-enylamino)-hexanoate
  参考文献：
  名称：

  Bis-3-chloropiperidines containing bridging lysine linkers: Influence of side chain structure on DNA alkylating activity

  摘要：

  A series of bis-3-chloropiperidines containing lysine linkers was synthesised as DNA alkylating model compounds by using a bidirectional synthetic strategy. These novel piperidine mustard based agents have been evaluated for their alkylating properties towards nucleic acids and were shown to alkylate and cleave DNA with strong preference for guanine residues. Our studies reveal that the introduction of aromatic groups in the side chain of the lysine linker has an impact on DNA alkylating activity. Analysis by ESI mass spectrometry enabled the verification of the reactive aziridinium ion formation. Overall, the results confirm our recently proposed reaction mechanism of bis-3-chloropiperidines. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.050
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 33.0h， 生成 N,N-α,ε-bis-Boc-L-lysine O-benzyl ester
  参考文献：
  名称：

  Bis-3-chloropiperidines containing bridging lysine linkers: Influence of side chain structure on DNA alkylating activity

  摘要：

  A series of bis-3-chloropiperidines containing lysine linkers was synthesised as DNA alkylating model compounds by using a bidirectional synthetic strategy. These novel piperidine mustard based agents have been evaluated for their alkylating properties towards nucleic acids and were shown to alkylate and cleave DNA with strong preference for guanine residues. Our studies reveal that the introduction of aromatic groups in the side chain of the lysine linker has an impact on DNA alkylating activity. Analysis by ESI mass spectrometry enabled the verification of the reactive aziridinium ion formation. Overall, the results confirm our recently proposed reaction mechanism of bis-3-chloropiperidines. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.050

文献信息

• Aromatic derivatives with HIV integrase inhibitory properties
  申请人：Pharmacor, Inc.

  公开号：US06528655B1

  公开（公告）日：2003-03-04

  A compound of formula I′ and pharmaceutically acceptable derivatives thereof including, for example, where applicable or appropriate pharmaceutically acceptable salts thereof. Ar and Ar′ are aromatic or aryl type groups. The compounds have HIV integrase inhibitory properties. Ar, Ar′ and W may be as defined in the specification.

  公式I'的化合物及其药学上可接受的衍生物，包括适用或适当的药学上可接受的盐。Ar和Ar'是芳香族或芳基类型的基团。这些化合物具有HIV整合酶抑制性能。Ar，Ar'和W可以如规范中所定义。
• [EN] COMPOUND COMPRISING A NUCLEIC ACID AND A HALF-LIFE EXTENSION MOTIF<br/>[FR] COMPOSÉ COMPRENANT UN ACIDE NUCLÉIQUE ET UN MOTIF D'EXTENSION DE DEMI-VIE
  申请人：DTX PHARMA INC

  公开号：WO2021108662A1

  公开（公告）日：2021-06-03

  Disclosed herein are compounds including a nucleic acid (A), their preparation, and their use.

  本文披露了包括核酸（A）的化合物，它们的制备以及它们的用途。
• WO2019232255A5
  申请人：——

  公开号：WO2019232255A5

  公开（公告）日：2022-06-06
• Calixarene amino acids; building blocks for calixarene peptides and peptide-dendrimers
  作者：Heng Xu、Gary R Kinsel、Jiang Zhang、Meiling Li、Dmitry M Rudkevich

  DOI：10.1016/s0040-4020(03)00947-5

  日期：2003.7

  A modular strategy towards receptor macromolecules is presented, which combines synthetically diverse peptide synthesis with highly functional calixarene chemistry. The design and synthesis of calix[4]arene amino acids 1a-f, calix-lysines, is described, which were used as construction blocks to assemble nanoscale, multivalent entities-calix-peptides 2 and calix-peptide-dendrimers 3. (C) 2003 Elsevier Ltd. All rights reserved.
• DELIVERY OF NUCLEIC ACID MATERIAL TO TARGET CELLS IN BIOLOGICAL SYSTEMS
  申请人：SCHACHT, Etienne Honoré

  公开号：EP0941123A2

  公开（公告）日：1999-09-15