(3aR,6S,7R,7aR)-6-Allyl-7-methoxy-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-one | 229307-99-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: (3aR,6S,7R,7aR)-6-Allyl-7-methoxy-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-one
• 英文别名: (3aR,6S,7R,7aR)-7-methoxy-2,2,6-trimethyl-6-prop-2-enyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-one
• CAS: 229307-99-7
• 化学式: C₁₃H₂₀O₅
• 分子量: 256.299
• InChiKey: HJXUCTGOJLOKBL-WTBMIXGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3aR,6S,7R,7aR)-6-Allyl-7-methoxy-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-one 在 硫酸 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (3R,4S,5R,6S)-6-Allyl-5-methoxy-6-methyl-tetrahydro-pyran-2,3,4-triol
  参考文献：
  名称：

  Stereoselective synthesis of 5-monoalkyl and 5,5-dialkylsubstituted noviose derivatives

  摘要：

  fThe stereoselective synthesis of 5-monosubstituted and 5,5-dialkylsubstituted noviose derivatives has been achieved starting from L-arabinose. These noviose derivatives could be used as useful building blocks in probing structure-activity relationships (SAR) of coumarin antibiotics that are inhibitors of DNA gyrase. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02177-2
• 作为产物：
  描述：

  (1S,2R)-1-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-methoxy-pent-4-en-2-ol 在 4 A molecular sieve 、 TEA 、 四丁基氟化铵 、 三氧化硫吡啶 、 二甲基亚砜 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (3aR,6S,7R,7aR)-6-Allyl-7-methoxy-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-one
  参考文献：
  名称：

  Stereoselective synthesis of 5-monoalkyl and 5,5-dialkylsubstituted noviose derivatives

  摘要：

  fThe stereoselective synthesis of 5-monosubstituted and 5,5-dialkylsubstituted noviose derivatives has been achieved starting from L-arabinose. These noviose derivatives could be used as useful building blocks in probing structure-activity relationships (SAR) of coumarin antibiotics that are inhibitors of DNA gyrase. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02177-2

文献信息

• Stereoselective synthesis of 5-monoalkyl and 5,5-dialkylsubstituted noviose derivatives
  作者：Anne-Marie Periers、Patrick Laurin、Yannick Benedetti、Sylvette Lachaud、Didier Ferroud、Alain Iltis、Jean-Luc Haesslein、Michel Klich、Guillaume L’Hermite、Branislav Musicki

  DOI：10.1016/s0040-4039(99)02177-2

  日期：2000.2

  fThe stereoselective synthesis of 5-monosubstituted and 5,5-dialkylsubstituted noviose derivatives has been achieved starting from L-arabinose. These noviose derivatives could be used as useful building blocks in probing structure-activity relationships (SAR) of coumarin antibiotics that are inhibitors of DNA gyrase. (C) 2000 Elsevier Science Ltd. All rights reserved.