Boc-D-nTyr(Tf)-NHBn | 944910-55-8

• 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: Boc-D-nTyr(Tf)-NHBn
• 英文别名: [4-[(1R)-2-(benzylamino)-1-[(2-methylpropan-2-yl)oxycarbonylamino]-2-oxoethyl]phenyl] trifluoromethanesulfonate
• CAS: 944910-55-8
• 化学式: C₂₁H₂₃F₃N₂O₆S
• 分子量: 488.485
• InChiKey: YSAOMLIXXHSJPG-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Boc-D-nTyr(Tf)-NHBn 、 一氧化碳 在 palladium diacetate 、 1,3-双(二苯基膦)丙烷 、 N,N-二异丙基乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以98%的产率得到4-[(1R)-2-(benzylamino)-1-[(2-methylpropan-2-yl)oxycarbonylamino]-2-oxoethyl]benzoic acid
  参考文献：
  名称：

  Suppression of racemization in the carbonylation of amino acid-derived aryl triflates

  摘要：

  The carbonylation of enantiopure phenylglycine-derived aryl triflates was achieved to afford 4-carboxyphenylglycine analogs with high enantiomeric excesses (88 to >99% ee). Amide analogs of phenylglycine were well-tolerated in the hydroxy- and methoxycarbonylation processes, providing efficient access to benzoic acid and ester building blocks. The % ee of the product was dependent on the relative steric bulk of both the amino acid substrate and the requisite amine base, with (Pr2NEt)-Pr-i proving optimal in minimizing product racemization. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.145
• 作为产物：
  描述：

  、 N-苯基双(三氟甲烷磺酰)亚胺 以 二氯甲烷 为溶剂， 生成 Boc-D-nTyr(Tf)-NHBn
  参考文献：
  名称：

  Suppression of racemization in the carbonylation of amino acid-derived aryl triflates

  摘要：

  The carbonylation of enantiopure phenylglycine-derived aryl triflates was achieved to afford 4-carboxyphenylglycine analogs with high enantiomeric excesses (88 to >99% ee). Amide analogs of phenylglycine were well-tolerated in the hydroxy- and methoxycarbonylation processes, providing efficient access to benzoic acid and ester building blocks. The % ee of the product was dependent on the relative steric bulk of both the amino acid substrate and the requisite amine base, with (Pr2NEt)-Pr-i proving optimal in minimizing product racemization. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.145