(R)-2-azido-3-O-p-methoxyphenyl-1,3-propanediol | 221697-48-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-2-azido-3-O-p-methoxyphenyl-1,3-propanediol
• 英文别名: (2R)-2-azido-3-(4-methoxyphenoxy)propan-1-ol
• CAS: 221697-48-9
• 化学式: C₁₀H₁₃N₃O₃
• 分子量: 223.232
• InChiKey: QZMMXJLBWUDLJG-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  53
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-2-azido-3-O-p-methoxyphenyl-1,3-propanediol 在 四氮唑 、 silver(II) bis(pyridine-2,6-dicarboxylate) 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 Phosphoric acid (S)-2-azido-3-(4-methoxy-phenoxy)-propyl ester 2-cyano-ethyl ester (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(4-nitro-phenoxy)-tetrahydro-pyran-2-ylmethyl ester
  参考文献：
  名称：

  Synthesis and absolute configuration of a novel aminoglycoglycerolipid, species-specific major immunodeterminant of Mycoplasma fermentans

  摘要：

  In order to determine the absolute configuration of a novel aminoglycoglycerolipid isolated from Mycoplasma fermentans, the possible two diastereomers were stereoselectively synthesized by using (S)- and (R)-glycidols as the key building block. Their H-1-H-1-cosy spectra compared with those of the natural product allowed us to determine the absolute configuration of the glycolipid. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00191-4
• 作为产物：
  描述：

  1-((S)-2-Azido-3-trityloxy-propoxy)-4-methoxy-benzene 在 Amberlyst-R₁₅ (H+) 、 三乙胺 作用下， 以 甲醇 为溶剂， 以93%的产率得到(R)-2-azido-3-O-p-methoxyphenyl-1,3-propanediol
  参考文献：
  名称：

  Synthesis and absolute configuration of a novel aminoglycoglycerolipid, species-specific major immunodeterminant of Mycoplasma fermentans

  摘要：

  In order to determine the absolute configuration of a novel aminoglycoglycerolipid isolated from Mycoplasma fermentans, the possible two diastereomers were stereoselectively synthesized by using (S)- and (R)-glycidols as the key building block. Their H-1-H-1-cosy spectra compared with those of the natural product allowed us to determine the absolute configuration of the glycolipid. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00191-4

文献信息

• Synthesis and absolute configuration of a novel aminoglycoglycerolipid, species-specific major immunodeterminant of Mycoplasma fermentans
  作者：Yoshihiro Nishida、Yusuke Takamori、Hiroshi Ohrui、Ineo Ishizuka、Kazuhiro Matsuda、Kazukiyo Kobayashi

  DOI：10.1016/s0040-4039(99)00191-4

  日期：1999.3

  In order to determine the absolute configuration of a novel aminoglycoglycerolipid isolated from Mycoplasma fermentans, the possible two diastereomers were stereoselectively synthesized by using (S)- and (R)-glycidols as the key building block. Their H-1-H-1-cosy spectra compared with those of the natural product allowed us to determine the absolute configuration of the glycolipid. (C) 1999 Elsevier Science Ltd. All rights reserved.