toluene-4-sulfonic acid 3-[(tert-butyldimethylsilyl)oxy]-3-methylbutyl ester | 681434-22-0

• 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: toluene-4-sulfonic acid 3-[(tert-butyldimethylsilyl)oxy]-3-methylbutyl ester
• 英文别名: 3-(tert-butyldimethylsilyloxy)-3-methylbutyl 4-methylbenzenesulfonate；3-((tert-Butyldimethylsilyl)oxy)-3-methylbutyl 4-methylbenzenesulfonate；[3-[tert-butyl(dimethyl)silyl]oxy-3-methylbutyl] 4-methylbenzenesulfonate
• CAS: 681434-22-0
• 化学式: C₁₈H₃₂O₄SSi
• 分子量: 372.601
• InChiKey: HBBMDDNEYVFOTM-UHFFFAOYSA-N

物化性质

• 沸点：
  429.7±28.0 °C(Predicted)
• 密度：
  1.031±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿；甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  toluene-4-sulfonic acid 3-[(tert-butyldimethylsilyl)oxy]-3-methylbutyl ester 在 咪唑 、 四丙基高钌酸铵 、 4 A molecular sieve 、 sodium hydride 、 对甲苯磺酸 、 N-甲基吗啉氧化物 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 玛莎骨化醇中间体(1S,3AR,7AR)-7A-METHYL-1-((S)-1-(3-METHYL-3-((TRIETHYLSILYL)OXY)BUTOXY)ETHYL)HEXAHYDRO-1H-INDEN-4(2H)-ONE
  参考文献：
  名称：

  Synthesis and biological activities of new 1α,25-dihydroxy-19-norvitamin D3 analogs with modifications in both the A-ring and the side chain

  摘要：

  In a series of studies on structure-activity relationships of 2-substituted 19-norvitamin D analogs, we found that 1 alpha,25-dihydroxy-19-norvitamin D-3 analogs with 2 beta-hydroxyethoxy or 2E-hydroxyethylidene moieties show strong binding affinity for the vitamin D receptor (VDR) as well as marked transcriptional activity. To further examine the effects of side chain structure on the activity of 2-substituted 19-norvitamin D analogs, we have synthesized new 19-norvitamin D3 analogs with modifications in both the A-ring at the C(2) position and the side chain. The side chains of these analogs contained a double bond between C(22) and C(23) or an oxygen atom at C(22). The biological activity of the analogs was evaluated in vitro. All the side chain-modified analogs were less active than 1 alpha,25-dihydroxyvitamin D-3 1e and the parent compounds 3-6e possessing a natural 20R-configuration in binding to the VDR, but, except for the (20R)-22-oxa analogs 3-6d, were significantly more potent in transcriptional activity. Of the side-chain-modified analogs 4 and 5, the 2 beta-hydroxyethoxy- and 2E-hydroxyethylidene-22,24-diene-24a,26a,27a-trihorno analogs showed markedly higher transcriptional activity (25- and 17.5-fold, respectively) compared with le. Elongation of the side chain at the C-24, C-26, and C-27 positions and introduction of a 22,24-diene moiety strongly increased transcriptional activity, as seen in the 20-epi analogs 3-6f. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.01.061
• 作为产物：
  描述：

  异戊二醇 在 吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 toluene-4-sulfonic acid 3-[(tert-butyldimethylsilyl)oxy]-3-methylbutyl ester
  参考文献：
  名称：

  Synthesis and biological activities of new 1α,25-dihydroxy-19-norvitamin D3 analogs with modifications in both the A-ring and the side chain

  摘要：

  In a series of studies on structure-activity relationships of 2-substituted 19-norvitamin D analogs, we found that 1 alpha,25-dihydroxy-19-norvitamin D-3 analogs with 2 beta-hydroxyethoxy or 2E-hydroxyethylidene moieties show strong binding affinity for the vitamin D receptor (VDR) as well as marked transcriptional activity. To further examine the effects of side chain structure on the activity of 2-substituted 19-norvitamin D analogs, we have synthesized new 19-norvitamin D3 analogs with modifications in both the A-ring at the C(2) position and the side chain. The side chains of these analogs contained a double bond between C(22) and C(23) or an oxygen atom at C(22). The biological activity of the analogs was evaluated in vitro. All the side chain-modified analogs were less active than 1 alpha,25-dihydroxyvitamin D-3 1e and the parent compounds 3-6e possessing a natural 20R-configuration in binding to the VDR, but, except for the (20R)-22-oxa analogs 3-6d, were significantly more potent in transcriptional activity. Of the side-chain-modified analogs 4 and 5, the 2 beta-hydroxyethoxy- and 2E-hydroxyethylidene-22,24-diene-24a,26a,27a-trihorno analogs showed markedly higher transcriptional activity (25- and 17.5-fold, respectively) compared with le. Elongation of the side chain at the C-24, C-26, and C-27 positions and introduction of a 22,24-diene moiety strongly increased transcriptional activity, as seen in the 20-epi analogs 3-6f. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.01.061

文献信息

• Substituted Azaspiro(4.5)Decane Derivatives
  申请人：Gruenenthal GmbH

  公开号：US20160016903A1

  公开（公告）日：2016-01-21

  The invention relates to substituted spirocyclic cyclohexane derivatives which have an affinity for the μ opioid receptor and the ORL1 receptor, processes for the preparation thereof, medicaments containing these compounds and the use of these compounds for the preparation of medicaments.

  这项发明涉及对取代的螺环烷环己烷衍生物，其具有对μ阿片受体和ORL1受体的亲和力，以及其制备方法、含有这些化合物的药物和利用这些化合物制备药物的用途。
• Reductive amidation of alkyl tosylates with isocyanates by a Ni/Co-dual catalytic system
  作者：Takuya Michiyuki、Itaru Osaka、Kimihiro Komeyama

  DOI：10.1039/c9cc09377j

  日期：——

  Reductive amidation of alkyl tosylates with isocyanates using the Ni/Co-dual catalytic system is disclosed. The method proceeds efficiently under mild conditions, giving rise to the corresponding alkyl amides. Notably, the protocol can discriminate the steric environment of two alkyl tosylate moieties, enabling regioselective mono-amidation at the less-bulky site.

  公开了使用Ni / Co-双催化体系对甲苯磺酸烷基酯与异氰酸酯的还原酰胺化。该方法在温和条件下有效地进行，得到相应的烷基酰胺。值得注意的是，该协议可以区分两个甲苯磺酸烷基酯部分的空间环境，从而在较小的位点实现区域选择性单酰胺化。
• EP1559708
  申请人：——

  公开号：——

  公开（公告）日：——