(S)-6-{[(benzyloxy)carbonyl]amino}-2-bromohexanoic acid | 42990-75-0

• 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: (S)-6-{[(benzyloxy)carbonyl]amino}-2-bromohexanoic acid
• 英文别名: (S)-6-{[(Benzyloxy)carbonyl]amino}-2-bromohexanoic acid；(2S)-2-bromo-6-(phenylmethoxycarbonylamino)hexanoic acid
• CAS: 42990-75-0
• 化学式: C₁₄H₁₈BrNO₄
• 分子量: 344.205
• InChiKey: OXQQKWULRCDZHD-LBPRGKRZSA-N

物化性质

• 沸点：
  504.2±50.0 °C(Predicted)
• 密度：
  1.423±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-6-{[(benzyloxy)carbonyl]amino}-2-bromohexanoic acid 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 90.0h， 生成
  参考文献：
  名称：

  Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents

  摘要：

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.

  DOI：

  10.1021/jm00156a012
• 作为产物：
  描述：

  N6-Cbz-L-赖氨酸 在 氢溴酸 、 sodium nitrite 作用下， 反应 0.08h， 以23.2 g的产率得到(S)-6-{[(benzyloxy)carbonyl]amino}-2-bromohexanoic acid
  参考文献：
  名称：

  Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents

  摘要：

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.

  DOI：

  10.1021/jm00156a012

文献信息

• Metal Complexes of Tetraazamacrocycle Derivatives
  申请人：Moore Dennis A.

  公开号：US20090036674A1

  公开（公告）日：2009-02-05

  Improved methods for synthesizing bifunctional chelates of tetraazamacrocycle derivatives and intermediates thereof are disclosed as well as novel tetraazamacrocycle derivatives and intermediates thereof.

  本发明揭示了合成四氮杂大环衍生物的双功能螯合剂及其中间体的改进方法，以及新型四氮杂大环衍生物及其中间体。
• Metal complexes of tetraazamacrocycle derivatives
  申请人：Mallinckrodt LLC

  公开号：US08193347B2

  公开（公告）日：2012-06-05

  Improved methods for synthesizing bifunctional chelates of tetraazamacrocycle derivatives and intermediates thereof are disclosed as well as novel tetraazamacrocycle derivatives and intermediates thereof.

  本发明公开了一种合成四氮杂大环衍生物和其中间体的双功能螯合剂的改进方法，以及新的四氮杂大环衍生物和其中间体。
• Synthesis and characterization of a new lanthanide based MRI contrast agent, potential and versatile tracer for multimodal imaging
  作者：Satya Narayana Murthy Chilla、Sophie Laurent、Luce Vander Elst、Robert N. Muller

  DOI：10.1016/j.tet.2014.06.126

  日期：2014.9

  In the present work a modular pathway towards the synthesis of a new versatile MRI contrast agent is reported and its physico-chemical properties are described. Two different functional groups were attached on two arms of the gadolinium 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetate (DOTA) in order to get a platform able to bind one probe designed to target specific biological marker and a fluorescent molecule likely to be used for optical imaging. The nuclear magnetic relaxation dispersion (NMRD) profile, the oxygen-17 relaxometric NMR study and stability assessment versus transmetalation of the Gd-complex show that this new contrast agent has a relaxivity and transmetalation stability similar to Gd-DOTA. (C) 2014 Elsevier Ltd. All rights reserved.
• [EN] 1 , 4 -BIS (CARBOXYMETHYL) -6- ' BIS ( CARBOXYMETHYL) AMINO ! -6 -METHYL- PERHYDRO-1 , 4 DIAZEPINE (AAZTA) DERIVATIVES AS LIGANDS IN HIGH RELAXIVITY CONTRAST AGENTS FOR USE IN MAGNETIC RESONANCE IMAGING (MRI )<br/>[FR] AGENTS DE CONTRASTE A RELAXIVITE ACCRUE
  申请人：BRACCO IMAGING SPA

  公开号：WO2006002873A3

  公开（公告）日：2007-05-10
• WO2007/106546
  申请人：——

  公开号：——

  公开（公告）日：——