(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-4-(4-methoxy-benzyloxy)-2,N-dimethyl-butyramide | 743472-04-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-4-(4-methoxy-benzyloxy)-2,N-dimethyl-butyramide
• 英文别名: (2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-N-methoxy-4-[(4-methoxyphenyl)methoxy]-N,2-dimethylbutanamide
• CAS: 743472-04-0
• 化学式: C₂₁H₃₇NO₅Si
• 分子量: 411.614
• InChiKey: RENUFHPJPKYMOW-APWZRJJASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-4-(4-methoxy-benzyloxy)-2,N-dimethyl-butyramide 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 3R-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-2R-methyl-butyraldehyde
  参考文献：
  名称：

  Short Synthesis of the 6,6-Spiroketal Cores of Spirofungins A and B

  摘要：

  Initial efforts toward the total synthesis of the antifungal antibiotics spirofungins A and B are reported. A short and efficient synthesis of the C9-C20 6,6-spiroketal fragments of both compounds is described. This asymmetric approach uses a very efficient alkylation of a lithiated N,N-dimethylhydrazone followed by spiroketal formation under acidic conditions.

  DOI：

  10.1021/ol0491078
• 作为产物：
  描述：

  2-[(4-甲氧基苯基)甲氧基]乙醛 在 2,6-二甲基吡啶 、 三氟甲磺酸二丁硼 、 三甲基铝 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.25h， 生成 (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-4-(4-methoxy-benzyloxy)-2,N-dimethyl-butyramide
  参考文献：
  名称：

  Short Synthesis of the 6,6-Spiroketal Cores of Spirofungins A and B

  摘要：

  Initial efforts toward the total synthesis of the antifungal antibiotics spirofungins A and B are reported. A short and efficient synthesis of the C9-C20 6,6-spiroketal fragments of both compounds is described. This asymmetric approach uses a very efficient alkylation of a lithiated N,N-dimethylhydrazone followed by spiroketal formation under acidic conditions.

  DOI：

  10.1021/ol0491078

文献信息

• Short Synthesis of the 6,6-Spiroketal Cores of Spirofungins A and B
  作者：Luiz C. Dias、Luciana G. de Oliveira

  DOI：10.1021/ol0491078

  日期：2004.7.1

  Initial efforts toward the total synthesis of the antifungal antibiotics spirofungins A and B are reported. A short and efficient synthesis of the C9-C20 6,6-spiroketal fragments of both compounds is described. This asymmetric approach uses a very efficient alkylation of a lithiated N,N-dimethylhydrazone followed by spiroketal formation under acidic conditions.