(1S)-1-((3aR,4S,6R,6aS)-3a,4,6,6a-tetrahydro-6-{(1S)-1-[1-methyl-2-(phenylthio)]ethyl}-2,2,4,6a-tetramethyl-2H-furo[3,4-d][1,3]dioxol-4-yl)propan-1-ol | 441065-80-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (1S)-1-((3aR,4S,6R,6aS)-3a,4,6,6a-tetrahydro-6-{(1S)-1-[1-methyl-2-(phenylthio)]ethyl}-2,2,4,6a-tetramethyl-2H-furo[3,4-d][1,3]dioxol-4-yl)propan-1-ol
• 英文别名: (1R)-1-[(3aS,4S,6R,6aR)-2,2,3a,6-tetramethyl-4-[(2S)-1-phenylsulfanylpropan-2-yl]-4,6a-dihydrofuro[3,4-d][1,3]dioxol-6-yl]propan-1-ol
• CAS: 441065-80-1
• 化学式: C₂₁H₃₂O₄S
• 分子量: 380.549
• InChiKey: LDVHXTRYXBUIQV-HPCBLLCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  73.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1S)-1-((3aR,4S,6R,6aS)-3a,4,6,6a-tetrahydro-6-{(1S)-1-[1-methyl-2-(phenylthio)]ethyl}-2,2,4,6a-tetramethyl-2H-furo[3,4-d][1,3]dioxol-4-yl)propan-1-ol 在 2,6-二甲基吡啶 、 sodium periodate 、 正丁基锂 、 四甲基乙二胺 、 镍 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 25.33h， 生成
  参考文献：
  名称：

  Total Asymmetric Synthesis of a New 9,12-Anhydroerythronolide Aglycone

  摘要：

  Two novel, potentially antimicrobial erythronolide aglycon analogs ((-)-9 and (-)-30, respectively), which incorporate a large number of contiguous stereogenic centers, have been prepared by multistep synthesis from simple chirons. The chemistry presented demonstrates the power of the so-called 'naked sugars of the second acneration' approach. As for the sporeamicins, our macrolides are 9,12-anhydroerythronotides, yet presenting a higher degree of complexity due to additional functional groups.

  DOI：

  10.1002/1522-2675(200202)85:2<417::aid-hlca417>3.0.co;2-1
• 作为产物：
  描述：

  二苯二硫醚 、 1-[(3aR,4R,6S,6aS)-6-((R)-2-Hydroxy-1-methyl-ethyl)-2,2,4,6a-tetramethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-propan-1-ol 在 三辛基膦 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以68%的产率得到(1S)-1-((3aR,4S,6R,6aS)-3a,4,6,6a-tetrahydro-6-{(1S)-1-[1-methyl-2-(phenylthio)]ethyl}-2,2,4,6a-tetramethyl-2H-furo[3,4-d][1,3]dioxol-4-yl)propan-1-ol
  参考文献：
  名称：

  Total Asymmetric Synthesis of a New 9,12-Anhydroerythronolide Aglycone

  摘要：

  Two novel, potentially antimicrobial erythronolide aglycon analogs ((-)-9 and (-)-30, respectively), which incorporate a large number of contiguous stereogenic centers, have been prepared by multistep synthesis from simple chirons. The chemistry presented demonstrates the power of the so-called 'naked sugars of the second acneration' approach. As for the sporeamicins, our macrolides are 9,12-anhydroerythronotides, yet presenting a higher degree of complexity due to additional functional groups.

  DOI：

  10.1002/1522-2675(200202)85:2<417::aid-hlca417>3.0.co;2-1