(Z)-3-[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acrylic acid methyl ester | 918886-57-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-3-[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acrylic acid methyl ester
• 英文别名: methyl (Z)-3-[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxyoxan-2-yl]prop-2-enoate
• CAS: 918886-57-4
• 化学式: C₁₅H₂₈O₄Si
• 分子量: 300.47
• InChiKey: DCJJESZUJZLSDK-CYZFJHGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-3-[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acrylic acid methyl ester 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到(Z)-3-[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-prop-2-en-1-ol
  参考文献：
  名称：

  Synthesis and antiproliferative activity of (2R,3R)-disubstituted tetrahydropyrans

  摘要：

  In this study, we synthesized a series of enantiomerically pure (2R,3R)-disubstituted tetrahydropyrans with diverse functional groups. The in vitro antiproliferative activities were examined in the human solid tumor cell lines A2780 (ovarian cancer), SW1573 (non-small cell lung cancer), and WiDr (colon cancer). Overall, the results show the relevance for antiproliferative activity of the alpha,beta-unsaturated ester side chain at position 2 of the THP ring. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.094
• 作为产物：
  描述：

  D-三乙酰半乳糖烯 在 咪唑 、 草酰氯 、 sodium hydride 、 二甲基亚砜 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 (Z)-3-[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acrylic acid methyl ester
  参考文献：
  名称：

  Synthesis and antiproliferative activity of (2R,3R)-disubstituted tetrahydropyrans

  摘要：

  In this study, we synthesized a series of enantiomerically pure (2R,3R)-disubstituted tetrahydropyrans with diverse functional groups. The in vitro antiproliferative activities were examined in the human solid tumor cell lines A2780 (ovarian cancer), SW1573 (non-small cell lung cancer), and WiDr (colon cancer). Overall, the results show the relevance for antiproliferative activity of the alpha,beta-unsaturated ester side chain at position 2 of the THP ring. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.094

文献信息

• Synthesis and antiproliferative activity of (2R,3R)-disubstituted tetrahydropyrans
  作者：Romen Carrillo、Leticia G. León、Tomás Martín、Víctor S. Martín、José M. Padrón

  DOI：10.1016/j.bmcl.2006.08.094

  日期：2006.12

  In this study, we synthesized a series of enantiomerically pure (2R,3R)-disubstituted tetrahydropyrans with diverse functional groups. The in vitro antiproliferative activities were examined in the human solid tumor cell lines A2780 (ovarian cancer), SW1573 (non-small cell lung cancer), and WiDr (colon cancer). Overall, the results show the relevance for antiproliferative activity of the alpha,beta-unsaturated ester side chain at position 2 of the THP ring. (c) 2006 Elsevier Ltd. All rights reserved.