{(2R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-triethylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol | 501923-65-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: {(2R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-triethylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol
• 英文别名: [(2R,4E,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethylidene]-6-(triethylsilyloxymethyl)oxan-2-yl]methanol
• CAS: 501923-65-5
• 化学式: C₃₁H₄₈O₄Si₂
• 分子量: 540.891
• InChiKey: LBOVUMMUHTUMLN-MPYYRBGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {(2R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-triethylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol 在 N-甲基吲哚酮 、 四丙基高钌酸铵 、 4 A molecular sieve 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以100%的产率得到(2R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-6-triethylsilanyloxymethyl-tetrahydro-pyran-2-carbaldehyde
  参考文献：
  名称：

  Synthesis of a Simplified Bryostatin C-Ring Analogue That Binds to the CRD2 of Human PKC-α and Construction of a Novel BC-Analogue by an Unusual Julia Olefination Process

  摘要：

  [GRAPHICS]The synthesis of two truncated bryostatin analogues 2 and 3 is described. High-field NMR measurements on the C-ring analogue 3 in (CH3CN)-H-2 containing 25% (H2O)-H-2 have shown that it binds to the CRD2 of human PKC-alpha at virtually the same position as phorbol-13-acetate (PA) and bryostatin 1 (1). NMR titration studies have also revealed that 3 binds to the CRD2 with a potency similar in magnitude to PA but much less potently than 1.

  DOI：

  10.1021/ol027392u
• 作为产物：
  描述：

  [(2S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-methanol 在 2,6-二甲基吡啶 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.62h， 生成 {(2R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-triethylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol
  参考文献：
  名称：

  Synthesis of a Simplified Bryostatin C-Ring Analogue That Binds to the CRD2 of Human PKC-α and Construction of a Novel BC-Analogue by an Unusual Julia Olefination Process

  摘要：

  [GRAPHICS]The synthesis of two truncated bryostatin analogues 2 and 3 is described. High-field NMR measurements on the C-ring analogue 3 in (CH3CN)-H-2 containing 25% (H2O)-H-2 have shown that it binds to the CRD2 of human PKC-alpha at virtually the same position as phorbol-13-acetate (PA) and bryostatin 1 (1). NMR titration studies have also revealed that 3 binds to the CRD2 with a potency similar in magnitude to PA but much less potently than 1.

  DOI：

  10.1021/ol027392u