tert-butyl N-[(2S)-1-[[(2S)-3-(9,16-dibenzyl-2,23-dioxa-9,16-diazabicyclo[22.4.0]octacosa-1(24),25,27-trien-26-yl)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-3-(9,16-dibenzyl-2,23-dioxa-9,16-diazabicyclo[22.4.0]octacosa-1(24),25,27-trien-26-yl)-1-[[(2S)-4-methyl-1-oxo-1-(propylamino)pentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate | 1353562-64-7

• 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: tert-butyl N-[(2S)-1-[[(2S)-3-(9,16-dibenzyl-2,23-dioxa-9,16-diazabicyclo[22.4.0]octacosa-1(24),25,27-trien-26-yl)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-3-(9,16-dibenzyl-2,23-dioxa-9,16-diazabicyclo[22.4.0]octacosa-1(24),25,27-trien-26-yl)-1-[[(2S)-4-methyl-1-oxo-1-(propylamino)pentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
• CAS: 1353562-64-7
• 化学式: C₁₂₀H₁₈₆N₁₂O₁₃
• 分子量: 2004.87
• InChiKey: NZGRDTNCZZIAFQ-HJINYUEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  24
• 重原子数：
  145
• 可旋转键数：
  40
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  292
• 氢给体数：
  8
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  正丙胺 、 BOC-L-亮氨酸 、 Nα-tert-butyloxycarbonyl-3-(3,4-(N-dibenzyl-11,18-diaza-1,4-dioxa-cyclotetracosane)-phenyl)-L-alanine 在 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 tert-butyl N-[(2S)-1-[[(2S)-3-(9,16-dibenzyl-2,23-dioxa-9,16-diazabicyclo[22.4.0]octacosa-1(24),25,27-trien-26-yl)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-3-(9,16-dibenzyl-2,23-dioxa-9,16-diazabicyclo[22.4.0]octacosa-1(24),25,27-trien-26-yl)-1-[[(2S)-4-methyl-1-oxo-1-(propylamino)pentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
  参考文献：
  名称：

  Synthesis of an anion-binding amino acid

  摘要：

  We achieved the synthesis of a derivative of phenylalanine with a diazamacrocycle on its side chain by macrocyclization of a dichloride on L-DOPA. We also report its incorporation into peptide structures by solid phase peptide synthesis which will lead to the development of artificial anion channels. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.057

文献信息

• Synthesis of an anion-binding amino acid
  作者：Sylvain Chénard、Claude Barberis、François Otis、Jean-François Paquin、Jonathan Martel、Charles Banville、Normand Voyer

  DOI：10.1016/j.tetlet.2011.11.057

  日期：2012.1

  We achieved the synthesis of a derivative of phenylalanine with a diazamacrocycle on its side chain by macrocyclization of a dichloride on L-DOPA. We also report its incorporation into peptide structures by solid phase peptide synthesis which will lead to the development of artificial anion channels. (C) 2011 Elsevier Ltd. All rights reserved.