bis(4-benzyloxyphenyl)methanol | 536975-31-2

• 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: bis(4-benzyloxyphenyl)methanol
• 英文别名: Bis(4-phenylmethoxyphenyl)methanol
• CAS: 536975-31-2
• 化学式: C₂₇H₂₄O₃
• 分子量: 396.486
• InChiKey: KZEHVEUTPZDCFT-UHFFFAOYSA-N

物化性质

• 熔点：
  115-117 °C
• 沸点：
  589.7±50.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis(4-benzyloxyphenyl)methanol 在 10% palladium on active carbon dimethyl sulfide borane 、 氢气 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 28.0h， 生成 3,3-bis(4-hydroxyphenyl)propan-1-ol
  参考文献：
  名称：

  Host−[2]Rotaxanes as Cellular Transport Agents

  摘要：

  Host-[2)rotaxanes, containing a diarginine-derivatized dibenzo-24-crown-8 (DB24C8) ether as the ring and a cyclophane pocket or an aromatic cleft as one blocking group, are cell transport agents. These hosts strongly associate with a variety of amino acids, dipeptides, and fluorophores in water (1 mM phosphate buffer, pH 7.0), DMSO, and a 75/25 (v/v) buffer to DMSO solution. All peptidic guests in all solvent systems have association constants (K-A's) in the range of 1 x 10(4) to 5 x 104 M-1, whereas the K-A range for the fluorophores is 1 x 10(4) to 9 x 10(5) m(-1). Association constants for the cyclophane itself, cyclophane 3, are smaller. These values are in the 1 x 10(3) to 5 x 10(3) m(-1) range, which shows that the rotaxane architecture is advantageous for guest binding. Cyclophane-[2]rotaxane 1 efficiently transports fluorescein and a fluorescein-protein kinase C (PKC) inhibitor into eukaryotic COS-7 cells, including the nucleus. Interestingly, cleft-[2)rotaxane 2 does not transport fluorescein as efficiently, even though the results from the fluorescence assays show that both [2]rotaxanes bind fluorescein with the same ability.

  DOI：

  10.1021/ja034918c
• 作为产物：
  描述：

  4,4'-二羟基二苯甲酮 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 72.0h， 生成 bis(4-benzyloxyphenyl)methanol
  参考文献：
  名称：

  Host−[2]Rotaxanes as Cellular Transport Agents

  摘要：

  Host-[2)rotaxanes, containing a diarginine-derivatized dibenzo-24-crown-8 (DB24C8) ether as the ring and a cyclophane pocket or an aromatic cleft as one blocking group, are cell transport agents. These hosts strongly associate with a variety of amino acids, dipeptides, and fluorophores in water (1 mM phosphate buffer, pH 7.0), DMSO, and a 75/25 (v/v) buffer to DMSO solution. All peptidic guests in all solvent systems have association constants (K-A's) in the range of 1 x 10(4) to 5 x 104 M-1, whereas the K-A range for the fluorophores is 1 x 10(4) to 9 x 10(5) m(-1). Association constants for the cyclophane itself, cyclophane 3, are smaller. These values are in the 1 x 10(3) to 5 x 10(3) m(-1) range, which shows that the rotaxane architecture is advantageous for guest binding. Cyclophane-[2]rotaxane 1 efficiently transports fluorescein and a fluorescein-protein kinase C (PKC) inhibitor into eukaryotic COS-7 cells, including the nucleus. Interestingly, cleft-[2)rotaxane 2 does not transport fluorescein as efficiently, even though the results from the fluorescence assays show that both [2]rotaxanes bind fluorescein with the same ability.

  DOI：

  10.1021/ja034918c

文献信息

• Compound
  申请人：——

  公开号：US20040019016A1

  公开（公告）日：2004-01-29

  There is provided a compound of Formula I 1 wherein each T is independently selected from H, hydrocarbyl, —F—R, and a bond with one of D, E, P or Q, or together with one of P and Q forms a ring; Z is a suitable atom the valency of which is m; D, E and F are each independently of each other an optional linker group, wherein when Z is nitrogen E is other than CH 2 and C═O; P, Q and R are independently of each other a ring system; and at least Q comprises a sulphamate group.

  提供了一个式I1的化合物，其中每个T分别选自H、烃基、—F—R和与D、E、P或Q中的一个之一形成键，或者与P和Q中的一个一起形成环；Z是一个适当的原子，其价数为m；D、E和F分别独立于彼此，是可选的连接基团，其中当Z是氮时，E不是CH2和C═O；P、Q和R独立于彼此，是一个环系统；至少Q包含一个磺酰胺基团。
• Synthesis and antiproliferative activities of quebecol and its analogs
  作者：Kasiviswanadharaju Pericherla、Amir Nasrolahi Shirazi、V. Kameshwara Rao、Rakesh K. Tiwari、Nicholas DaSilva、Kellen T. McCaffrey、Yousef A. Beni、Antonio González-Sarrías、Navindra P. Seeram、Keykavous Parang、Anil Kumar

  DOI：10.1016/j.bmcl.2013.07.058

  日期：2013.10

  Simple and efficient synthesis of quebecol and a number of its analogs was accomplished in five steps. The synthesized compounds were evaluated for antiproliferative activities against human cervix adenocarcinoma (HeLa), human ovarian carcinoma (SK-OV-3), human colon carcinoma (HT-29), and human breast adenocarcinoma (MCF-7) cancer cell lines. Among all the compounds, 7c, 7d, 7f, and 8f exhibited antiproliferative

  quebecol 及其许多类似物的简单有效合成分五个步骤完成。评估合成的化合物对人子宫颈腺癌 (HeLa)、人卵巢癌 (SK-OV-3)、人结肠癌 (HT-29) 和人乳腺癌 (MCF-7) 癌细胞系的抗增殖活性。在所有化合物中，7c、7d、7f和8f对四种测试细胞系表现出抗增殖活性，72 小时后在 75 μM 下抑制超过 80%，而化合物7b和7g对 MCF-7 细胞系更具选择性。化合物7c、7d的 IC 50值和7f分别是针对 MCF-7 细胞系的 85.1 μM、78.7 μM 和 80.6 μM，显示出比合成和分离的 quebecol 略高的抗增殖活性，对 MCF-7的 IC 50值为 104.2 μM。
• Enantioselective alkylation of β-keto phosphonates by direct use of diaryl methanols as electrophiles
  作者：Masashi Shibata、Masahiro Ikeda、Kazuki Motoyama、Yoshihiro Miyake、Yoshiaki Nishibayashi

  DOI：10.1039/c2cc35262a

  日期：——

  Enantioselective alkylation of β-keto phosphonates with diaryl methanols in the presence of catalytic amounts of copper(II) trifluoromethanesulfonate and an optically active ligand gives the corresponding alkylated products in good to high yields with a high enantioselectivity.

  在催化量的三氟甲磺酸铜（II）和具有光学活性的配体存在下，δ-酮膦酸盐与二芳基甲醇的对映体选择性烷基化反应可得到相应的烷基化产物，产率从好到高，对映体选择性极高。
• [EN] 1,2,4-TRIAZOLE DERIVATIVES CONTAINING A SULPHAMATE GROUP AS AROMATASE INHIBITORS<br/>[FR] DERIVES 1,2,4-TRIAZOLE CONTENANT UN GROUPE SULFAMATE EN TANT QU'INHIBITEURS D'AROMATASE
  申请人：STERIX LTD

  公开号：WO2003045925A1

  公开（公告）日：2003-06-05

  There is provided a compound of Formula (I), wherein each T is independently selected from H, hydrocarbyl, -F-R, and a bond with one of D, E, P or Q, or together with one of P and Q forms a ring; Z is a suitable atom the valency of which is m; D, E and F are each independently of each other an optional linker group, wherein when Z is nitrogen E is other than CH2 and C=O; P, Q and R are independently of each other a ring system; and at least Q comprises a sulphamate group.

  提供了一个化合物的式子（I），其中每个T独立地选自H，烃基，-F-R和与D，E，P或Q中的一个之一形成键，或与P和Q中的一个形成环；Z是适当的原子，其价数为m；D，E和F分别独立于彼此的可选连接基团，其中当Z为氮时，E不是CH2和C=O；P，Q和R独立于彼此的环系统；并且至少Q包含一个磺酰胺基团。
• 1,2,4-TRIAZOLE DERIVATIVES CONTAINING A SULPHAMATE GROUP AS AROMATASE INHIBITORS
  申请人：Sterix Limited

  公开号：EP1446388B1

  公开（公告）日：2013-01-09