1,10-ditosyl-4,7-dioxadecane | 92144-76-8

• 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: 1,10-ditosyl-4,7-dioxadecane
• 英文别名: 3-[2-[3-(4-methylphenyl)sulfonyloxypropoxy]ethoxy]propyl 4-methylbenzenesulfonate
• CAS: 92144-76-8
• 化学式: C₂₂H₃₀O₈S₂
• 分子量: 486.607
• InChiKey: NLQMQDCXQAQVLH-UHFFFAOYSA-N

物化性质

• 沸点：
  625.4±55.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  32.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  105.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1,10-ditosyl-4,7-dioxadecane 在 sodium hydroxide 、 caesium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 (S)-2-tert-Butoxycarbonylamino-3-(7,8,10,11,14,15-hexahydro-6H,13H-5,9,12,16-tetraoxa-benzocyclotetradecen-2-yl)-propionic acid
  参考文献：
  名称：

  Design, synthesis, and characterization of peptide nanostructures having ion channel activity

  摘要：

  We report the synthesis and the functional studies of multiple crown a-helical peptides designed to form artificial ion channels. The approach combines the versatility of solid phase peptide synthesis, the conformational predictability of peptidic molecules, and the solution synthesis of crown ethers with engineerable ion-binding abilities. Several biophysical methods were employed to characterize the activity and the mode of action of these crown peptide nanostructures. The 21 residue peptides bearing six 21-EC-7 turned out to facilitate the translocation of ions in a similar fashion to natural ion channels. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.037
• 作为产物：
  描述：

  1,10-di(triphenylmethoxy)-4,7-dioxadecane 在 吡啶 、 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 1,10-ditosyl-4,7-dioxadecane
  参考文献：
  名称：

  Design, synthesis, and characterization of peptide nanostructures having ion channel activity

  摘要：

  We report the synthesis and the functional studies of multiple crown a-helical peptides designed to form artificial ion channels. The approach combines the versatility of solid phase peptide synthesis, the conformational predictability of peptidic molecules, and the solution synthesis of crown ethers with engineerable ion-binding abilities. Several biophysical methods were employed to characterize the activity and the mode of action of these crown peptide nanostructures. The 21 residue peptides bearing six 21-EC-7 turned out to facilitate the translocation of ions in a similar fashion to natural ion channels. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.037

文献信息

• Lipophilic crown-4 derivatives as lithium ionophores
  作者：Sadaya Kitazawa、Keiichi Kimura、Hideki Yano、Toshiyuki Shono

  DOI：10.1021/ja00335a019

  日期：1984.11

  Preparation de derives de composes crown-4 a cycles de 13 a 16 membres, en vue d'obtenir des ionophores selectifs du lithium. Les mesures potentiometriques montrent que c'est les composes 14-crown-4 et 15-crown-4 qui possedent les meilleurs proprietes

  准备 de 派生 de composes Crown-4 a cycle de 13 a 16 membres, en vue d'obtenir des ionophores selectifs du 锂。Les mesures potentiometriques montrent que c'est les composes 14-crown-4 et 15-crown-4 qui possedent les meilleurs proprietes
• Synthesis and lithium ion selectivity of 14-crown-4 derivatives having bulky subunits: cis and trans isomers of 2-phenylcyclohexano-14-crown-4, 2,3-diphenylcyclohexano-14-crown-4 and 2,3-di-(1-adamantyl)-14-crown-4
  作者：Yoshito Tobe、Yuko Tsuchiya、Hidekazu Iketani、Koichiro Naemura、Kazuya Kobiro、Mayumi Kaji、Sachiko Tsuzuki、Koji Suzuki

  DOI：10.1039/a706606f

  日期：——

  cis- and trans-2-Phenylcyclohexano-14-crown-4, cis- and trans-2,3-diphenylcyclohexano-14-crown-4, and cis- and trans-2,3-di-(1-adamantyl)-14-crown-4 have been prepared and their ion selectivities toward alkali metal cations examined by means of the extraction of alkali metal picrates, the measurement of stability constants of the complexes with lithium or sodium perchlorate, and the electrode response potential measurement for the ion-sensitive membranes. The remarkable dependence of the complexation ability to Li+ on the cis/trans stereochemistry of the ionophores is discussed on the basis of their geometries estimated by molecular mechanics calculations and the structures of cis- and trans-diphenylcyclohexano derivatives determined by X-ray structure analyses. In order to assist the discussion, the X-ray structure analyses of the lithium picrate complex of decalino-14-crown-4 and the 2∶1 ‘sandwich-type’ complex of benzo-14-crown-4 with sodium perchlorate have also been undertaken.

  顺-和反-2-苯基环己基-14-冠-4、顺-和反-2,3-二苯基环己基-14-冠-4、以及顺-和反-2,3-二-(1-金刚烷基)-制备了14-crown-4，并通过碱金属苦味酸盐的萃取、与高氯酸锂或钠的配合物的稳定常数的测量以及离子的电极响应电位测量来检查其对碱金属阳离子的离子选择性-敏感膜。根据分子力学计算估计的几何形状以及 X 射线结构分析确定的顺式和反式二苯基环己基衍生物的结构，讨论了 Li + 的络合能力对离子载体顺式/反式立体化学的显着依赖性。为了辅助讨论，还对苦味酸锂decalino-14-crown-4配合物和苯并14-crown-4与高氯酸钠的2∶1“三明治型”配合物进行了X射线结构分析。已进行。
• Dimeric Aminoglycosides as Antibiotics
  作者：Fabio Agnelli、Steven J. Sucheck、Kenneth A. Marby、David Rabuka、Su-Lan Yao、Pamela S. Sears、Fu-Sen Liang、Chi-Huey Wong

  DOI：10.1002/anie.200353225

  日期：2004.3.12
• Homochiral ligands derived from cis-1-phenylcyclohexane-1,2-diol and cis-2-azido-2-phenylcyclohexanol
  作者：Yoshito Tobe、Hidekazu Iketani、Yuko Tsuchiya、Masayoshi Konishi、Koichiro Naemura

  DOI：10.1016/s0957-4166(97)00552-1

  日期：1997.11

  Homochiral ligands (R,R)-2, (R,R)-3a, (R,R)-3b, (S,S)-4a, and (S,S)-4b were prepared from cis-1-phenylcyclohexane-1,2-diol or cis-2-azido-2-phenylcyclohexanol and were tested as ligands for the nucleophilic addition of alkyllithiums to benzaldehyde 4-anisidineimine. While moderate enantioselectivities (up to 43% e.e.) were observed with (R,R)-3b and (S,S)-4a, (R,R)-2 and (R,R)-3a did not show enantioselectivities. Homochiral secondary amines (S,S)-6a and (S,S)-6b were also prepared from cis-2-azido-2-phenylcyclohexanol. Moderate enantioselectivities (up to 50%) were observed-when they were used as chiral lithium amide base precursors for the deprotonation of 4-t-butylcyclohexanone. (C) 1997 Elsevier Science Ltd.
• KITAZAWA, SADAYA;KIMURA, KEIICHI;YANO, HIDEKI;SHONO, TOSHIYUKI, J. AMER. CHEM. SOC., 1984, 106, N 23, 6978-6983
  作者：KITAZAWA, SADAYA、KIMURA, KEIICHI、YANO, HIDEKI、SHONO, TOSHIYUKI

  DOI：——

  日期：——