[2-(2-cyanoethoxy)-1,1-bis-(2-cyanoethoxymethyl)ethyl]carbamic acid benzyl ester | 439142-70-8

• 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: [2-(2-cyanoethoxy)-1,1-bis-(2-cyanoethoxymethyl)ethyl]carbamic acid benzyl ester
• 英文别名: benzyl (1,3-bis(2-cyanoethoxy)-2-((2-cyanoethoxy)methyl)propan-2-yl)carbamate；benzyl N-[1,3-bis(2-cyanoethoxy)-2-(2-cyanoethoxymethyl)propan-2-yl]carbamate
• CAS: 439142-70-8
• 化学式: C₂₁H₂₆N₄O₅
• 分子量: 414.461
• InChiKey: OLTBTXDQLNSDAI-UHFFFAOYSA-N

物化性质

• 沸点：
  676.2±55.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  30
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [2-(2-cyanoethoxy)-1,1-bis-(2-cyanoethoxymethyl)ethyl]carbamic acid benzyl ester 在 N-甲基吗啉 、 sodium tetrahydroborate 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 cobalt(II) chloride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 {2-[3-(4-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-butyrylamino)-propoxy]-1,1-bis-[3-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyrylamino)-propoxymethyl]-ethyl}-carbamic acid benzyl ester
  参考文献：
  名称：

  Syntheses of dendritic linkers containing chlorambucil residues for the preparation of antibody–multidrug immunoconjugates

  摘要：

  A novel dendritic molecule with nine chlorambucil (CBL) residues on the surface and a maleimide moiety at the core terminus was synthesized using a convergent synthetic methodology. This molecule is ready for attachment to single-chain Fv antibodies (scFvs) to form antibody-multidrug immunoconjugates in an effort to study the relevance of drug/antibody molar ratio and the potency of these drug antibody immunoconjugates. A monomer and a trimer with a similar structural motif were also prepared for comparative purposes. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00361-x
• 作为产物：
  描述：

  氯甲酸苄酯 、 tris(cyanoethoxymethyl)aminomethane 在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以100%的产率得到[2-(2-cyanoethoxy)-1,1-bis-(2-cyanoethoxymethyl)ethyl]carbamic acid benzyl ester
  参考文献：
  名称：

  Biomimetic ferrichrome: structural motifs for switching between narrow- and broad-spectrum activities in P. putida and E. coli

  摘要：

  具有铁铬样活性的模拟物使得可以制定广谱活性化合物的指导方针。偏离这些指导方针会提供窄谱活性化合物。

  DOI：

  10.1039/c5dt02685g

文献信息

• Cross-Linked Antibodies
  申请人：Baker Terence Seward

  公开号：US20080160017A1

  公开（公告）日：2008-07-03

  The present invention provides a compound consisting essentially of the following elements: one or more reactive groups; and two or more cross-linked antibodies or fragments thereof; characterised in that the or each reactive group is suitable for attaching an effector molecule but does not react with any of the antibodies or fragments thereof.

  本发明提供了一种化合物，其基本成分包括以下元素：一个或多个反应基团；以及两个或更多交联的抗体或其片段；其特征在于每个反应基团适用于连接效应分子，但不与任何抗体或其片段反应。
• A novel 1→3 C-branched isocyanate monomer for resin amplification—a pseudo PS-PEG high-loading resin
  作者：Sylvain Lebreton、Nicholas Newcombe、Mark Bradley

  DOI：10.1016/s0040-4039(02)00295-2

  日期：2002.3

  High loading resins (up to 120 nmoles/bead) were preprared by solid-phase dendrimerisation using a novel 1-->3 C-branched isocyanate monomer. (C) 2002 Published by Elsevier Science Ltd.
• Syntheses of dendritic linkers containing chlorambucil residues for the preparation of antibody–multidrug immunoconjugates
  作者：Chengzao Sun、Peter Wirsching、Kim D. Janda

  DOI：10.1016/s0960-894x(02)00361-x

  日期：2002.8

  A novel dendritic molecule with nine chlorambucil (CBL) residues on the surface and a maleimide moiety at the core terminus was synthesized using a convergent synthetic methodology. This molecule is ready for attachment to single-chain Fv antibodies (scFvs) to form antibody-multidrug immunoconjugates in an effort to study the relevance of drug/antibody molar ratio and the potency of these drug antibody immunoconjugates. A monomer and a trimer with a similar structural motif were also prepared for comparative purposes. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Solid-phase construction: high efficiency dendrimer synthesis using AB3 isocyanate-type monomers
  作者：Sylvain Lebreton、Siew-Eng How、Monika Buchholz、Boon-Ek Yingyongnarongkul、Mark Bradley

  DOI：10.1016/s0040-4020(03)00463-0

  日期：2003.5

  Solid-phase synthesis is an ideal tool for reactions that require high concentrations and excess reagents and forcing chemical conditions. One such chemistry is that required for dendrimer construction. In this paper the synthesis of a series of symmetrical AB(3) isocyanate-type monomers is reported and used for the preparation of tri-branched dendrimers on the solid-phase. This method not only allows isolable dendrimer but can generate high-loading supports and devices for multivalent presentation. (C) 2003 Elsevier Science Ltd. All rights reserved.
• US8053564B2
  申请人：——

  公开号：US8053564B2

  公开（公告）日：2011-11-08