tert-butyl N-[5-ethynyl-2-(4-methoxyphenyl)-1,3-dioxan-5-yl]carbamate | 364631-75-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tert-butyl N-[5-ethynyl-2-(4-methoxyphenyl)-1,3-dioxan-5-yl]carbamate
• CAS: 364631-75-4
• 化学式: C₁₈H₂₃NO₅
• 分子量: 333.384
• InChiKey: UIWKSSPMYVICGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[5-ethynyl-2-(4-methoxyphenyl)-1,3-dioxan-5-yl]carbamate 在 正丁基锂 、 水 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 六甲基磷酰三胺 、 正己烷 为溶剂， 反应 13.83h， 生成 tert-butyl N-[4-[(2S,3R,4R,5S,6R)-3-azido-4,5-bis[[tert-butyl(dimethyl)silyl]oxy]-6-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-hydroxyoxan-2-yl]-1-hydroxy-2-(hydroxymethyl)but-3-yn-2-yl]carbamate
  参考文献：
  名称：

  New design concepts for constraining glycosylated amino acids

  摘要：

  In an effort to probe the mechanism by which glycosyltransferases recognize glycoproteins and assemble the core structures of O-linked oligosaccharides, two constrained glycopeptides based on the alpha -N-acetylgalactosaminyl serine substructure were chosen for synthesis. These compounds representing one of the two possible gauche conformations of the D-serine and L-serine configurations of the parent substructure were successfully prepared in reasonable overall yield through a convergent strategy. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00545-2
• 作为产物：
  描述：

  (5-甲酰基-2,2-二甲基-1,3-二氧六环-5-基)氨基甲酸叔丁酯 在 camphor-10-sulfonic acid 、 甲基锂 、 对甲苯磺酸 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.75h， 生成 tert-butyl N-[5-ethynyl-2-(4-methoxyphenyl)-1,3-dioxan-5-yl]carbamate
  参考文献：
  名称：

  New design concepts for constraining glycosylated amino acids

  摘要：

  In an effort to probe the mechanism by which glycosyltransferases recognize glycoproteins and assemble the core structures of O-linked oligosaccharides, two constrained glycopeptides based on the alpha -N-acetylgalactosaminyl serine substructure were chosen for synthesis. These compounds representing one of the two possible gauche conformations of the D-serine and L-serine configurations of the parent substructure were successfully prepared in reasonable overall yield through a convergent strategy. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00545-2

文献信息

• New design concepts for constraining glycosylated amino acids
  作者：Jonathan W Lane、Randall L Halcomb

  DOI：10.1016/s0040-4020(01)00545-2

  日期：2001.7

  In an effort to probe the mechanism by which glycosyltransferases recognize glycoproteins and assemble the core structures of O-linked oligosaccharides, two constrained glycopeptides based on the alpha -N-acetylgalactosaminyl serine substructure were chosen for synthesis. These compounds representing one of the two possible gauche conformations of the D-serine and L-serine configurations of the parent substructure were successfully prepared in reasonable overall yield through a convergent strategy. (C) 2001 Elsevier Science Ltd. All rights reserved.