4-(methoxymethyloxy)phenyllithium | 27524-61-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(methoxymethyloxy)phenyllithium
• CAS: 27524-61-4
• 化学式: C₈H₉LiO₂
• 分子量: 144.099
• InChiKey: FCIRRZMNTPEVME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.46
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  三氟乙酸乙酯 、 4-(methoxymethyloxy)phenyllithium 以 乙醚 、 正戊烷 为溶剂， 反应 3.5h， 生成 2,2,2-trifluoro-1-<4-(methoxymethoxy)phenyl>ethanone
  参考文献：
  名称：

  Electron acceptors for nonlinear optical chromophores

  摘要：

  电子受体化合物，由电子受体化合物制成的非线性光学色团，制备电子受体化合物和非线性光学色团的方法，包含非线性光学色团的晶格，以及包含非线性光学色团的设备。

  公开号：

  US07425643B1
• 作为产物：
  描述：

  1-溴-4-(甲氧基甲氧基)苯 、 叔丁基锂 以 乙醚 、 正戊烷 为溶剂， 生成 4-(methoxymethyloxy)phenyllithium
  参考文献：
  名称：

  Electron acceptors for nonlinear optical chromophores

  摘要：

  电子受体化合物，由电子受体化合物制成的非线性光学色团，制备电子受体化合物和非线性光学色团的方法，包含非线性光学色团的晶格，以及包含非线性光学色团的设备。

  公开号：

  US07425643B1

文献信息

• Intermediates for preparating non-peptide retroviral protease inhibitors
  申请人：ABBOTT LABORATORIES

  公开号：EP0839798A2

  公开（公告）日：1998-05-06

  Intermediates, for preparing non-peptide retroviral protease inhibitors, said intermediates having the formula: or an acid addition salt thereof or an N-protected derivative thereof wherein at each occurrence the N-protecting group is independently selected from the group consisting of formyl, acetyl, pivaloyl, t-butylacetyl, t-butyloxycarbonyl, benzyloxycarbonyl, benzyl and isopropylaminocarbonyl; or said intermediates being selected from: (2S,3R,4S,5S)-2,5-di-(N-(Cbz-valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane; (2S,3S,4S,5S)-2,5-di-(N-(Cbz-valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane; (2S,3R,4R,5S)-2,5-di-(N-(Cbz-valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane; (2S,3S,4S,5S)-2,5-di-(N-(valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane; (2S,3R,4S,5S)-2,5-di-(N-(valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane; (2S,3R,4R,5S)-2,5-di-(N-(valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane; (2S,3S,4R,5S)-2-(N-(t-butyloxy)carbonyl)amino)-5-(N-(Cbz-valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane; 2-(N-benzyl-N-(benzyloxycarbonyl)amino)-5-(t-butyloxycarbonylamino)-1,6-diphenyl-3-hexene-3,4-oxide; 2-amino-5-(t-butyloxycarbonylamino)-1,6-diphenyl-3-hexene-3,4-oxide; and 2,5-di-(t-butyloxycarbonylamino)-1,6-diphenyl-3-hexene-3,4-oxide; or an acid addition salt thereof.

  用于制备非肽类逆转录病毒蛋白酶抑制剂的中间体，所述中间体具有以下式子： 或其酸加成盐或其 N-保护衍生物，其中每次出现时，N-保护基独立选自甲酰、乙酰、特戊酰、叔丁基乙酰、叔丁氧羰基、苄氧羰基、苄基和异丙氨基羰基组成的组；或所述中间体选自以下物质 (2S,3R,4S,5S)-2,5-二(N-(Cbz-缬氨酰)氨基)-3,4-二羟基-1,6-二苯基己烷； (2S,3S,4S,5S)-2,5-二(N-苄氧羰基缬氨酰氨基)-3,4-二羟基-1,6-二苯基己烷； (2S,3R,4R,5S)-2,5-二(N-苄氧羰基缬氨酰氨基)-3,4-二羟基-1,6-二苯基己烷； (2S,3S,4S,5S)-2,5-二(N-(缬氨酰)氨基)-3,4-二羟基-1,6-二苯基己烷； (2S,3R,4S,5S)-2,5-二(N-(缬氨酰)氨基)-3,4-二羟基-1,6-二苯基己烷； (2S,3R,4R,5S)-2,5-二(N-(缬氨酰)氨基)-3,4-二羟基-1,6-二苯基己烷； (2S,3S,4R,5S)-2-(N-(叔丁氧基)羰基)氨基)-5-(N-(Cbz-缬氨酰)氨基)-3,4-二羟基-1,6-二苯基己烷； 2-(N-苄基-N-(苄氧羰基)氨基)-5-(叔丁氧羰基氨基)-1,6-二苯基-3-己烯-3,4-氧化物； 2-氨基-5-(叔丁氧羰基氨基)-1,6-二苯基-3-己烯-3,4-氧化物；以及 2,5-二（叔丁氧羰基氨基）-1,6-二苯基-3-己烯-3,4-氧化物； 或其酸加成盐。
• Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 2: Structure–activity relationship studies on the benzopyran scaffold
  作者：Timothy I. Richardson、Bryan H. Norman、Charles W. Lugar、Scott A. Jones、Yong Wang、Jim D. Durbin、Venkatesh Krishnan、Jeffrey A. Dodge

  DOI：10.1016/j.bmcl.2007.04.051

  日期：2007.7

  Benzopyrans are selective estrogen receptor (ER) 0 agonists (SERBAs), which bind the ER subtypes a and in opposite orientations. Here we describe structure-activity relationship studies that led to the discovery of bezopyran 5b. X-ray crystal structures of 5b and a non-selective analog 5c in ER alpha help explain the observed selectivity of the benzopyran platform. (c) 2007 Elsevier Ltd. All rights reserved.
• A Facile Stereocontrolled Approach to CF3-Substituted Triarylethenes: Synthesis of Panomifene
  作者：Xinyu Liu、Masaki Shimizu、Tamejiro Hiyama

  DOI：10.1002/anie.200353032

  日期：2004.2.6
• Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 3: Synthesis of cyclopentanone and cyclohexanone intermediates for C-ring modification
  作者：Timothy I. Richardson、Jeffrey A. Dodge、Gregory L. Durst、Lance A. Pfeifer、Jikesh Shah、Yong Wang、Jim D. Durbin、Venkatesh Krishnan、Bryan H. Norman

  DOI：10.1016/j.bmcl.2007.06.052

  日期：2007.9

  Benzopyrans are selective estrogen receptor (ER) beta agonists (SERBAs), which bind the ER subtypes alpha and beta in opposite orientations. Here we describe the syntheses of cyclopentanone and cyclohexanone intermediates for SAR studies of the Gring on the benzopyran scaffold. Modification of the C-ring disrupts binding to ER alpha, thus improving ERP selectivity up to 100-fold. X-ray cocrystal structures confirm previously observed binding modes. (c) 2007 Elsevier Ltd. All rights reserved.
• Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 5: Combined A- and C-ring structure–activity relationship studies
  作者：Timothy I. Richardson、Jeffrey A. Dodge、Yong Wang、Jim D. Durbin、Venkatesh Krishnan、Bryan H. Norman

  DOI：10.1016/j.bmcl.2007.08.009

  日期：2007.10

  Benzopyrans are selective estrogen receptor (ER) beta agonists (SERBAs), which bind the ER subtypes alpha and beta in opposite orientations. Here we describe the synthesis of a late stage intermediate that allowed us to combine A-ring and C-ring modifications and carry out simultaneous SAR studies at both positions. Modification of both positions proved additive, maintaining affinity and improving ERbeta selectivity up to 83-fold. An X-ray cocrystal structure confirms the previously observed binding mode in ERbeta.