methyl β-D-2,3-dideoxyglucofuranoside | 61845-17-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: methyl β-D-2,3-dideoxyglucofuranoside
• 英文别名: (1R)-1-[(2S,5R)-5-methoxyoxolan-2-yl]ethane-1,2-diol
• CAS: 61845-17-8
• 化学式: C₇H₁₄O₄
• 分子量: 162.186
• InChiKey: GZPHUAGFKOWESM-DSYKOEDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl β-D-2,3-dideoxyglucofuranoside 在 sodium periodate 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 为溶剂， 以40%的产率得到Methyl-2,3-dideoxy-β-D-glyceropentofuranosid
  参考文献：
  名称：

  Concise chemoenzymatic synthesis of methyl d-2,3-dideoxyriboside

  摘要：

  The synthesis of methyl alpha- and beta-D-2,3-dideoxyriboside from a non-carbohydrate source is presented. The source of chirality is the microbial oxidation of halobenzenes to produce cyclohexadienediols, which are transformed into the final product in five steps with high chemical and enantiomeric purity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.05.039
• 作为产物：
  描述：

  methyl β-D-5,6-O-diacetyl-2,3-dideoxyglucofuranoside 在 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 以80%的产率得到methyl β-D-2,3-dideoxyglucofuranoside
  参考文献：
  名称：

  Concise chemoenzymatic synthesis of methyl d-2,3-dideoxyriboside

  摘要：

  The synthesis of methyl alpha- and beta-D-2,3-dideoxyriboside from a non-carbohydrate source is presented. The source of chirality is the microbial oxidation of halobenzenes to produce cyclohexadienediols, which are transformed into the final product in five steps with high chemical and enantiomeric purity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.05.039

文献信息

• Concise chemoenzymatic synthesis of methyl d-2,3-dideoxyriboside
  作者：Juan C. Ramos、Paula Bracco、Mauro Mazzini、José R. Fernández、Daniela Gamenara、Gustavo A. Seoane

  DOI：10.1016/j.tetasy.2010.05.039

  日期：2010.4

  The synthesis of methyl alpha- and beta-D-2,3-dideoxyriboside from a non-carbohydrate source is presented. The source of chirality is the microbial oxidation of halobenzenes to produce cyclohexadienediols, which are transformed into the final product in five steps with high chemical and enantiomeric purity. (C) 2010 Elsevier Ltd. All rights reserved.