3-[(2S,4R,5S,6S)-2-benzyloxymethyl-5-(tert-butyldimethylsilyloxy)-6-methoxy-3-methylenetetrahydropyran-4-yl]propyl pivalate | 1030027-95-2

• 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: 3-[(2S,4R,5S,6S)-2-benzyloxymethyl-5-(tert-butyldimethylsilyloxy)-6-methoxy-3-methylenetetrahydropyran-4-yl]propyl pivalate
• CAS: 1030027-95-2
• 化学式: C₂₉H₄₈O₆Si
• 分子量: 520.782
• InChiKey: CYLFJUFKTPSLGZ-XPGKHFPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.51
• 重原子数：
  36.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-[(2S,4R,5S,6S)-2-benzyloxymethyl-5-(tert-butyldimethylsilyloxy)-6-methoxy-3-methylenetetrahydropyran-4-yl]propyl pivalate 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 9.5h， 生成
  参考文献：
  名称：

  The 2α-(3-hydroxypropyl) group as an active motif in vitamin D3 analogues as agonists of the mutant vitamin D receptor (Arg274Leu)

  摘要：

  We designed and synthesized 1 alpha- and 1 beta-hydroxymethyl-2 alpha-(3-hydroxypropyl)-25-hydroxyvitamin D-3 (2a,b) and related analogues 2 alpha-(3-hydroxypropyl)-25-hydroxyvitamin D-3 (3), Posner's analogues of 1 alpha- and 1 beta-hydroxymethyl-25-hydroxyvitamin D-3 (4a,b), as well as 2 alpha-(3-hydroxypropyl)-1 alpha,25-dihydroxyvitamin D-3 (5), to confirm the effect of the 1 alpha-hydroxy group and/or 2 alpha-(3-hydroxypropyl) group of vitamin D-3 analogues with the modified A-ring moiety on the mutant vitamin D receptor, VDR(Arg274Leu). The 2 alpha-(3-hydroxypropyl) group showed better effect on enhancement of the transcriptional activity through the mutant VDR than the 1 alpha- and 1 beta-hydroxymethyl groups. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.039
• 作为产物：
  描述：

  3-[(2R,4S,5S,6S)-2-benzyloxymethyl-5-(tert-butyldimethylsilyloxy)-6-methoxy-3-oxotetrahydropyran-4-yl]propyl pivalate 、 二溴甲烷 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 9.5h， 以73%的产率得到3-[(2S,4R,5S,6S)-2-benzyloxymethyl-5-(tert-butyldimethylsilyloxy)-6-methoxy-3-methylenetetrahydropyran-4-yl]propyl pivalate
  参考文献：
  名称：

  The 2α-(3-hydroxypropyl) group as an active motif in vitamin D3 analogues as agonists of the mutant vitamin D receptor (Arg274Leu)

  摘要：

  We designed and synthesized 1 alpha- and 1 beta-hydroxymethyl-2 alpha-(3-hydroxypropyl)-25-hydroxyvitamin D-3 (2a,b) and related analogues 2 alpha-(3-hydroxypropyl)-25-hydroxyvitamin D-3 (3), Posner's analogues of 1 alpha- and 1 beta-hydroxymethyl-25-hydroxyvitamin D-3 (4a,b), as well as 2 alpha-(3-hydroxypropyl)-1 alpha,25-dihydroxyvitamin D-3 (5), to confirm the effect of the 1 alpha-hydroxy group and/or 2 alpha-(3-hydroxypropyl) group of vitamin D-3 analogues with the modified A-ring moiety on the mutant vitamin D receptor, VDR(Arg274Leu). The 2 alpha-(3-hydroxypropyl) group showed better effect on enhancement of the transcriptional activity through the mutant VDR than the 1 alpha- and 1 beta-hydroxymethyl groups. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.039