(S)-3-(3,4-Bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid 2-[(S)-3-(3,4-bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionyloxy]-ethyl ester | 934290-08-1

• 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: (S)-3-(3,4-Bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid 2-[(S)-3-(3,4-bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionyloxy]-ethyl ester
• 英文别名: 2-[(2S)-3-[3,4-bis(phenylmethoxy)phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]oxyethyl (2S)-3-[3,4-bis(phenylmethoxy)phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 934290-08-1
• 化学式: C₅₈H₆₄N₂O₁₂
• 分子量: 981.152
• InChiKey: IFUUQCRYVSYBAU-CRKOEVGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  72
• 可旋转键数：
  29
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  166
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (S)-3-(3,4-Bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid 2-[(S)-3-(3,4-bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionyloxy]-ethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以94%的产率得到(S)-2-tert-Butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[(S)-2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester
  参考文献：
  名称：

  Synthesis and Characterization of Water-Soluble and Photostable L-DOPA Dendrimers

  摘要：

  A small drug molecule, L-DOPA, was converted into well-defined dendritic macromolecules. Their monodisperse nature was shown by NMR, MALDI-TOF-MS, and PAGE. A third-generation L-Dopa dendrimer contained 30 L-Dopa residues, which made up its core, branches, and periphery. Individual L-Dopa moieties in the dendrimer were connected to one another via hydrolyzable diester linkages. These Dopa dendrimers showed a 20-fold increase in aqueous solubility and enhanced photostability in solutions over L-Dopa under identical conditions.

  DOI：

  10.1021/ol061449l
• 作为产物：
  描述：

  N-BOC-3-羟基-L-酪氨酸甲酯 在 sodium hydroxide 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 、 DPTS 、 sodium iodide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 40.0h， 生成 (S)-3-(3,4-Bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid 2-[(S)-3-(3,4-bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionyloxy]-ethyl ester
  参考文献：
  名称：

  Synthesis and Characterization of Water-Soluble and Photostable L-DOPA Dendrimers

  摘要：

  A small drug molecule, L-DOPA, was converted into well-defined dendritic macromolecules. Their monodisperse nature was shown by NMR, MALDI-TOF-MS, and PAGE. A third-generation L-Dopa dendrimer contained 30 L-Dopa residues, which made up its core, branches, and periphery. Individual L-Dopa moieties in the dendrimer were connected to one another via hydrolyzable diester linkages. These Dopa dendrimers showed a 20-fold increase in aqueous solubility and enhanced photostability in solutions over L-Dopa under identical conditions.

  DOI：

  10.1021/ol061449l

文献信息

• WO2007/87256
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and Characterization of Water-Soluble and Photostable L-DOPA Dendrimers
  作者：Shengzhuang Tang、Lynda J. Martinez、Ajit Sharma、Minghui Chai

  DOI：10.1021/ol061449l

  日期：2006.9.1

  A small drug molecule, L-DOPA, was converted into well-defined dendritic macromolecules. Their monodisperse nature was shown by NMR, MALDI-TOF-MS, and PAGE. A third-generation L-Dopa dendrimer contained 30 L-Dopa residues, which made up its core, branches, and periphery. Individual L-Dopa moieties in the dendrimer were connected to one another via hydrolyzable diester linkages. These Dopa dendrimers showed a 20-fold increase in aqueous solubility and enhanced photostability in solutions over L-Dopa under identical conditions.