(2S,3S)-3-Benzyloxy-pentane-1,2-diol | 108740-35-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,3S)-3-Benzyloxy-pentane-1,2-diol
• 英文别名: (2S,3S)-3-phenylmethoxypentane-1,2-diol
• CAS: 108740-35-8
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: LHTHBNNVVDAINI-RYUDHWBXSA-N

物化性质

• 沸点：
  370.4±27.0 °C(Predicted)
• 密度：
  1.104±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S,3S)-3-Benzyloxy-pentane-1,2-diol 在 4-二甲氨基吡啶 、 TEA 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (R)-2-((S)-1-(benzyloxy)propyl)oxirane
  参考文献：
  名称：

  The first total synthesis of (+)-rogioloxepane A

  摘要：

  The first total synthesis of (+)-rogioloxepane A is described. The alpha,omega -trans-disubstituted oxepene skeleton was stereoselectively constructed via cyclization of the hydroxy epoxide promoted by the (Bu3Sn)(2)O/Zn(OTf)(2) system. The proposed configurations of 6R and 13R were confirmed through this synthetic study. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02281-4
• 作为产物：
  描述：

  2-O-benzyl-3,4-O-isopropylidene-L-threitol 在 4-二甲氨基吡啶 、 TEA 、 4-甲基苯磺酸吡啶 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 生成 (2S,3S)-3-Benzyloxy-pentane-1,2-diol
  参考文献：
  名称：

  The first total synthesis of (+)-rogioloxepane A

  摘要：

  The first total synthesis of (+)-rogioloxepane A is described. The alpha,omega -trans-disubstituted oxepene skeleton was stereoselectively constructed via cyclization of the hydroxy epoxide promoted by the (Bu3Sn)(2)O/Zn(OTf)(2) system. The proposed configurations of 6R and 13R were confirmed through this synthetic study. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02281-4

文献信息

• CLASS. EN, A.;WERSHOFEN, S.;YUSUFOGLU, A.;SCHARF, H. -D., LIEBIGS ANN. CHEM.,(1987) N 7, 629-632
  作者：CLASS. EN, A.、WERSHOFEN, S.、YUSUFOGLU, A.、SCHARF, H. -D.

  DOI：——

  日期：——
• The first total synthesis of (+)-rogioloxepane A
  作者：Ryuji Matsumura、Toshio Suzuki、Hisahiro Hagiwara、Takashi Hoshi、Masayoshi Ando

  DOI：10.1016/s0040-4039(00)02281-4

  日期：2001.2

  The first total synthesis of (+)-rogioloxepane A is described. The alpha,omega -trans-disubstituted oxepene skeleton was stereoselectively constructed via cyclization of the hydroxy epoxide promoted by the (Bu3Sn)(2)O/Zn(OTf)(2) system. The proposed configurations of 6R and 13R were confirmed through this synthetic study. (C) 2001 Elsevier Science Ltd. All rights reserved.