tert-butyl N-[(4R)-4-[tert-butyl(dimethyl)silyl]oxy-6-(1-phenyltetrazol-5-yl)sulfonylhexyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate | 1306602-83-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl N-[(4R)-4-[tert-butyl(dimethyl)silyl]oxy-6-(1-phenyltetrazol-5-yl)sulfonylhexyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate
• CAS: 1306602-83-4
• 化学式: C₂₉H₄₉N₅O₇SSi
• 分子量: 639.889
• InChiKey: CIEBFXYWYREIKA-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.17
• 重原子数：
  43
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  151
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2S)-2-[tert-butyl(dimethyl)silyl]oxy-4-(1-phenyltetrazol-5-yl)sulfanylbutanal 、 tert-butyl N-[(4R)-4-[tert-butyl(dimethyl)silyl]oxy-6-(1-phenyltetrazol-5-yl)sulfonylhexyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate 在 双(三甲基硅烷基)氨基钾 作用下， 以86%的产率得到tert-butyl N-[(E,4R,8S)-4,8-bis[[tert-butyl(dimethyl)silyl]oxy]-10-(1-phenyltetrazol-5-yl)sulfanyldec-6-enyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate
  参考文献：
  名称：

  Synthesis of C1–C20 and C21–C40 fragments of tetrafibricin

  摘要：

  Efficient syntheses of suitably functionalized top and bottom fragments of tetrafibricin are described. The bottom fragment is prepared by two consecutive Kocienski-Julia couplings, while the top fragment synthesis features a dithiane alkylation and a Horner-Wadsworth-Emmons reaction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.086
• 作为产物：
  描述：

  (2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]oxirane 在 pyridine hydrofluoride 、 偶氮二甲酸二异丙酯 、 水 、 叔丁基锂 、 二异丁基氢化铝 、 potassium carbonate 、 间氯过氧苯甲酸 、 三苯基膦 、 碘甲烷 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl N-[(4R)-4-[tert-butyl(dimethyl)silyl]oxy-6-(1-phenyltetrazol-5-yl)sulfonylhexyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate
  参考文献：
  名称：

  Synthesis of C1–C20 and C21–C40 fragments of tetrafibricin

  摘要：

  Efficient syntheses of suitably functionalized top and bottom fragments of tetrafibricin are described. The bottom fragment is prepared by two consecutive Kocienski-Julia couplings, while the top fragment synthesis features a dithiane alkylation and a Horner-Wadsworth-Emmons reaction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.086

文献信息

• Synthesis of C1–C20 and C21–C40 fragments of tetrafibricin
  作者：Venugopal Gudipati、Dennis P. Curran

  DOI：10.1016/j.tetlet.2011.01.086

  日期：2011.4

  Efficient syntheses of suitably functionalized top and bottom fragments of tetrafibricin are described. The bottom fragment is prepared by two consecutive Kocienski-Julia couplings, while the top fragment synthesis features a dithiane alkylation and a Horner-Wadsworth-Emmons reaction. (C) 2011 Elsevier Ltd. All rights reserved.