(2R,3S,4R,5R)-5-azido-2-(hydroxymethyl)-4-phenylmethoxy-6-phenylsulfanyloxan-3-ol | 918868-67-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4R,5R)-5-azido-2-(hydroxymethyl)-4-phenylmethoxy-6-phenylsulfanyloxan-3-ol
• CAS: 918868-67-4
• 化学式: C₁₉H₂₁N₃O₄S
• 分子量: 387.459
• InChiKey: RKOOVXQJTBTDAO-XTHKVDEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  98.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2R,3S,4R,5R)-5-azido-2-(hydroxymethyl)-4-phenylmethoxy-6-phenylsulfanyloxan-3-ol 在 吡啶 、 sodium azide 、 四丁基硫酸氢铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [(2R,3R,4R,5R)-5-azido-2-(azidomethyl)-4-phenylmethoxy-6-phenylsulfanyloxan-3-yl] acetate
  参考文献：
  名称：

  Synthesis of aminoglycoside derivatives on a Cbz-type heavy fluorous tag

  摘要：

  Four aminoglycoside derivatives containing a 2,6-diamino-2,6-dideoxy-D-glucopyranose disaccharide structure were successfully prepared by using a Cbz-type heavy fluorous tag in a fluorous synthesis. A Cbz-type heavy fluorous tag was prepared using the hexakis(fluorous chain)-type alcohol 11, and the fluorous alcohol 11 was recovered in good yield after the synthesis of aminoglycoside derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.10.064
• 作为产物：
  描述：

  phenyl 2-azido-2-deoxy-1-thio-D-glucopyranoside 在 sodium hydride 、 溶剂黄146 、 (+)-10-camphorsulfonic acid 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (2R,3S,4R,5R)-5-azido-2-(hydroxymethyl)-4-phenylmethoxy-6-phenylsulfanyloxan-3-ol
  参考文献：
  名称：

  Synthesis of aminoglycoside derivatives on a Cbz-type heavy fluorous tag

  摘要：

  Four aminoglycoside derivatives containing a 2,6-diamino-2,6-dideoxy-D-glucopyranose disaccharide structure were successfully prepared by using a Cbz-type heavy fluorous tag in a fluorous synthesis. A Cbz-type heavy fluorous tag was prepared using the hexakis(fluorous chain)-type alcohol 11, and the fluorous alcohol 11 was recovered in good yield after the synthesis of aminoglycoside derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.10.064

文献信息

• Synthesis of aminoglycoside derivatives on a Cbz-type heavy fluorous tag
  作者：Mamoru Mizuno、Hiroharu Matsumoto、Kohtaro Goto、Keita Hamasaki

  DOI：10.1016/j.tetlet.2006.10.064

  日期：2006.12

  Four aminoglycoside derivatives containing a 2,6-diamino-2,6-dideoxy-D-glucopyranose disaccharide structure were successfully prepared by using a Cbz-type heavy fluorous tag in a fluorous synthesis. A Cbz-type heavy fluorous tag was prepared using the hexakis(fluorous chain)-type alcohol 11, and the fluorous alcohol 11 was recovered in good yield after the synthesis of aminoglycoside derivatives. (c) 2006 Elsevier Ltd. All rights reserved.