Acetic acid (2R,3R,6S)-6-acetoxymethyl-2-propa-1,2-dienyl-3,6-dihydro-2H-pyran-3-yl ester | 405113-14-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: Acetic acid (2R,3R,6S)-6-acetoxymethyl-2-propa-1,2-dienyl-3,6-dihydro-2H-pyran-3-yl ester
• CAS: 405113-14-6
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: COSIPKQLEORLEG-YNEHKIRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三乙基硅烷 、 Acetic acid (2R,3R,6S)-6-acetoxymethyl-2-propa-1,2-dienyl-3,6-dihydro-2H-pyran-3-yl ester 在 dicobalt octacarbonyl 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 Acetic acid (2R,3R,6S)-6-acetoxymethyl-2-((E)-2-triethylsilanyl-propenyl)-3,6-dihydro-2H-pyran-3-yl ester 、 Acetic acid (2R,3R,6S)-6-acetoxymethyl-2-(2-triethylsilanyl-allyl)-3,6-dihydro-2H-pyran-3-yl ester
  参考文献：
  名称：

  Stereoselective synthesis of sugar allenes and their hydrosilylation catalyzed by biscobaltoctacarbonyl

  摘要：

  Stereoselective introduction of allenyl group to glycals has been developed with propargyltrimethylsilane under the catalysis of a Lewis acid to produce largely the a-sugar allenes in good yields. The subsequent hydrosilylations of these sugar allenes were catalyzed by biscobaltoctacarbonyl to obtain the corresponding vinylsilanes. Stereochemical selectivity is also discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01066-3
• 作为产物：
  描述：

  2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-lyxo-hex-1-enitol 在 吡啶 、 4-二甲氨基吡啶 、 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 Acetic acid (2R,3R,6S)-6-acetoxymethyl-2-propa-1,2-dienyl-3,6-dihydro-2H-pyran-3-yl ester
  参考文献：
  名称：

  Stereoselective synthesis of sugar allenes and their hydrosilylation catalyzed by biscobaltoctacarbonyl

  摘要：

  Stereoselective introduction of allenyl group to glycals has been developed with propargyltrimethylsilane under the catalysis of a Lewis acid to produce largely the a-sugar allenes in good yields. The subsequent hydrosilylations of these sugar allenes were catalyzed by biscobaltoctacarbonyl to obtain the corresponding vinylsilanes. Stereochemical selectivity is also discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01066-3