1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol | 54522-28-0

• 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: 1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol
• 英文别名: isoidide 3,6-ditosylate；bis-O-(toluene-4-sulfonyl)-1,4;3,6-dianhydro-L-iditol；Bis-O-(toluol-4-sulfonyl)-1,4;3,6-dianhydro-L-idit；2,5-ditosylate-isoidide；(3R,3aS,6R,6aS)-Hexahydrofuro[3,2-b]furan-3,6-diylbis(4-methylbenzenesulfonate)；[(3S,3aS,6S,6aS)-6-(4-methylphenyl)sulfonyloxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] 4-methylbenzenesulfonate
• CAS: 54522-28-0；66966-12-9；67890-26-0；76793-35-6；107740-09-0
• 化学式: C₂₀H₂₂O₈S₂
• 分子量: 454.522
• InChiKey: LFXDGKWHPSDRCT-VNTMZGSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (3R,3aR,6R,6aR)-3,6-diazidohexahydrofuro[3,2-b]furan
  参考文献：
  名称：

  Structure−Properties Relationship of Biosourced Stereocontrolled Polytriazoles from Click Chemistry Step Growth Polymerization of Diazide and Dialkyne Dianhydrohexitols

  摘要：

  The design of dialkyne and diazide functionalized dianhydrohexitol stereoisomers (1-16) afforded a new family of starch-based polytriazoles (7-15) with defined stereochemistry through A(2) + B-2 CuAAC step. growth polymerization. The present strategy gave rise to polytriazoles having a high: biosourced weight fraction (superior to 60% wt) and exhibiting relatively high molar masses (M-n = 8-17 kg/mol) that could be easily dissolved in DMF or DMSO. The Obtained materials were amorphous and displayed high transition temperatures (T-g = 125-166 degrees C)as yell as good resistance to thermal degradation (T-d10 = 325-347 degrees C). Monomer stereochemistry proved to be a crucial parameter aiming at generating polymers with high T-g. Thus, optimal thermal properties were obtained With monomers having RR absolute configuration of the C-2 and C-5 carbon atoms (isomannide configuration).

  DOI：

  10.1021/bm100872h
• 作为产物：
  描述：

  1,4:3,6-dianhydro-L-iditol 在 吡啶 、 对甲苯磺酰氯 作用下， 生成 1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol
  参考文献：
  名称：

  The Stereochemistry of 1,4: 3,6-Dianhydrohexitol Derivatives¹

  摘要：

  DOI：

  10.1021/ja01594a055

文献信息

• Stereospecific method for the preparation of dioxa-bicyclooctane compounds
  申请人：Lacer, S.A.

  公开号：US07635782B1

  公开（公告）日：2009-12-22

  This invention relates to a new method for the stereospecific thiocarboxylation of organic compounds for the preparation of compounds according to formula (I): wherein a compound of formula (II): is reacted with a compound of formula (IIIa) or (IIIb): then treating the obtained product with a thiocarboxylic acid or a salt thereof, and subsequently carrying out a nitration reaction.

  本发明涉及一种用于立体特异性有机化合物的硫代羧化新方法，用于制备符合以下化学式（I）的化合物：其中化学式（II）的化合物与化学式（IIIa)或（IIIb)的化合物发生反应：然后用硫代羧酸或其盐处理所得产物，随后进行硝化反应。
• [EN] MONOFLUORINATED DERIVATIVES OF DIANHYDROHEXITOLS AND PROCESSES FOR MAKING THE SAME<br/>[FR] DÉRIVÉS MONOFLUORÉS DE DIANHYDROHEXITOLS ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：ARCHER DANIELS MIDLAND CO

  公开号：WO2013188005A1

  公开（公告）日：2013-12-19

  Novel monofluoro analogs of isosorbide, isomannide and isoidide are described, together with processes for making such monofluoro analogs.

  描述了异山梨醇、异甘醇和异异甘醇的新型单氟类似物，以及制备这些单氟类似物的方法。
• Renewable Rigid Diamines: Efficient, Stereospecific Synthesis of High Purity Isohexide Diamines
  作者：Shanmugam Thiyagarajan、Linda Gootjes、Willem Vogelzang、Jacco van Haveren、Martin Lutz、Daan S. van Es

  DOI：10.1002/cssc.201100398

  日期：2011.12.16

  We report an efficient three‐step strategy for synthesizing rigid, chiral isohexide diamines derived from 1,4:3,6‐dianhydrohexitols. These biobased chiral building blocks are presently the subject of several investigations (in our and several other groups) because of their application in high‐performance biobased polymers, such as polyamides and polyurethanes. Among the three possible stereo‐isomers

  我们报告了一种有效的三步策略，用于合成衍生自1,4：3,6-二脱水己糖醇的刚性，手性异己糖二胺。这些生物基手性构建基块由于在高性能生物基聚合物（如聚酰胺和聚氨酯）中的应用，目前正受到数个研究的课题（在我们和其他几个小组中）。在三种可能的立体异构体中，双脱氧二氨基异山梨醇和双脱氧二氨基异山梨醇可以分别从异甘露糖苷和异山梨醇合成，并通过绝对立体控制合成。此外，通过使用这种方法，从异碘化物开始以高收率获得了双环氨基异甘露糖苷（一种三环加合物）。
• Syntheses of D- and L-2,6-diheterobicyclo [3.3.0]octanes
  作者：Arthur C. Cope、T. Y. Shen

  DOI：10.1021/ja01603a055

  日期：1956.11
• 199. The replacement of secondary tosyloxy-groups by iodine in polyhydroxy-compounds
  作者：N. K. Matheson、S. J. Angyal

  DOI：10.1039/jr9520001133

  日期：——