(2R,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-dimethoxyphosphoryl-N-methoxy-N,2-dimethyl-5-oxohexanamide | 1186618-88-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: (2R,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-dimethoxyphosphoryl-N-methoxy-N,2-dimethyl-5-oxohexanamide
• CAS: 1186618-88-1
• 化学式: C₁₇H₃₆NO₇PSi
• 分子量: 425.535
• InChiKey: KKRNLYHKTLLLSK-HIFRSBDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  91.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2R,3S,5R)-3,5-dimethoxy-2-methyl-6-trityloxyhexanal 、 (2R,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-dimethoxyphosphoryl-N-methoxy-N,2-dimethyl-5-oxohexanamide 在 barium(II) hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Synthetic studies on reidispongiolide A, an actin-depolymerizing marine macrolide: synthesis of C11–C22 and C23–C35 segments

  摘要：

  The C11-C22 and C23-C35 segments 2 and 3 of reidispongiolide A (1), an actin-depolymerizing marine macrolide, were synthesized enantioselectively in 12 steps from (R)-glycidyl trityl ether and in 12 steps from chiral ketone 15, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.075
• 作为产物：
  描述：

  dimethyl ((4S,5R)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-6-(methoxy(methyl)amino)-5-methyl-6-oxohexyl)phosphonate 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到(2R,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-dimethoxyphosphoryl-N-methoxy-N,2-dimethyl-5-oxohexanamide
  参考文献：
  名称：

  Synthetic studies on reidispongiolide A, an actin-depolymerizing marine macrolide: synthesis of C11–C22 and C23–C35 segments

  摘要：

  The C11-C22 and C23-C35 segments 2 and 3 of reidispongiolide A (1), an actin-depolymerizing marine macrolide, were synthesized enantioselectively in 12 steps from (R)-glycidyl trityl ether and in 12 steps from chiral ketone 15, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.075

文献信息

• Synthetic studies on reidispongiolide A, an actin-depolymerizing marine macrolide: synthesis of C11–C22 and C23–C35 segments
  作者：Satoshi Akiyama、Eisuke Toriihara、Kazushi Suzuki、Toshiaki Teruya、Kiyotake Suenaga

  DOI：10.1016/j.tetlet.2009.06.075

  日期：2009.9

  The C11-C22 and C23-C35 segments 2 and 3 of reidispongiolide A (1), an actin-depolymerizing marine macrolide, were synthesized enantioselectively in 12 steps from (R)-glycidyl trityl ether and in 12 steps from chiral ketone 15, respectively. (C) 2009 Elsevier Ltd. All rights reserved.