(R)-1-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-methoxy-pent-4-en-2-one | 229307-96-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-1-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-methoxy-pent-4-en-2-one
• 英文别名: (1R)-1-[(4S,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-1-methoxypent-4-en-2-one
• CAS: 229307-96-4
• 化学式: C₂₈H₃₈O₅Si
• 分子量: 482.692
• InChiKey: DOYMUZBSCHDSBK-GSDHBNRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  (R)-1-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-methoxy-pent-4-en-2-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 (1R,2S)-1-((4S,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-2-methyl-pent-4-en-2-ol
  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 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到(R)-1-[(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-methoxy-pent-4-en-2-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.