(1R,3R,5S)-6,8-dioxabicyclo<3.2.1>octan-3-ol | 14059-74-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (1R,3R,5S)-6,8-dioxabicyclo<3.2.1>octan-3-ol
• 英文别名: 1,6-anhydro-2,4-dideoxy-β-D-ribo-hexopyranose；1.6-Anhydro-2.4-dideoxy-erythro-hexopyranose；2.4-Dideoxy-1.6-anhydro-β-D-erythro-hexopyranose；(1S,3R,5R)-6,8-dioxabicyclo[3.2.1]octan-3-ol
• CAS: 14059-74-6
• 化学式: C₆H₁₀O₃
• 分子量: 130.144
• InChiKey: GXABMYNLRYTXGK-NGJCXOISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,3R,5S)-6,8-dioxabicyclo<3.2.1>octan-3-ol 生成 (4S,5S)-2α-methoxy-4-hydroxy-6-hydroxymethylenetetrahydropyran
  参考文献：
  名称：

  TOLSTIKOV, G. A.;MIFTAXOV, M. S.;VALEEV, F. A.;IBRAGIMOVA, I. R.;GAREEV, +, ZH. ORGAN. XIMII, 27,(1991) N, S. 415-417

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 2,4-dideoxy-6-O-(triphenylmethyl)-α-D-erythro-hexopyranoside 在 甲酸 作用下， 生成 (1R,3R,5S)-6,8-dioxabicyclo<3.2.1>octan-3-ol
  参考文献：
  名称：

  Synthesis of 2,4-dideoxy-.beta.-D-erythro-hexopyranosyl nucleosides

  摘要：

  The synthesis of 1-(2,4-dideoxy-beta-D-erythro-hexopyranosyl)thymine (12)1 was accomplished using two different synthetic routes. It was obtained starting either from 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose or from tri-O-acetyl-D-glucal. The other modified nucleosides, with either a cytosine, guanine, or adenine moiety, were synthesized using the second reaction scheme. Deoxygenation reactions were accomplished with the (2,4-dichlorophenoxy)thiocarbonyl derivatives generated in situ.

  DOI：

  10.1021/jo00063a013

文献信息

• Tolstikov, G. A.; Miftakhov, M. S.; Valeev, F. A., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 2.2, p. 355 - 356
  作者：Tolstikov, G. A.、Miftakhov, M. S.、Valeev, F. A.、Ibragimova, I. R.、Gareev, A. A.

  DOI：——

  日期：——