2-endo,3-endo-bicyclo[2.2.1]heptane-2,3-diol | 21462-06-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-endo,3-endo-bicyclo[2.2.1]heptane-2,3-diol
• 英文别名: cis-endo-2,3-norbornandiol；norbornane-2endo,3endo-diol；Norbornan-2endo,3endo-diol；(1S,2S,3R,4R)-bicyclo[2.2.1]heptane-2,3-diol
• CAS: 21462-06-6
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: HNMVZUWXQLASRL-UMRXKNAASA-N

物化性质

• 沸点：
  283.9±8.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-endo,3-endo-bicyclo[2.2.1]heptane-2,3-diol 在 platinum(IV) oxide 氧气 作用下， 以 水 为溶剂， 反应 24.0h， 生成 (1S,3R)-环戊烷-1,3-二甲酸
  参考文献：
  名称：

  Heyns,K. et al., Chemische Berichte, 1972, vol. 105, p. 1004 - 1018

  摘要：

  DOI：
• 作为产物：
  描述：

  3-exo-bromonorbornanone 在 potassium acetate 、 溶剂黄146 作用下， 生成 2-endo,3-endo-bicyclo[2.2.1]heptane-2,3-diol
  参考文献：
  名称：

  Krieger, Suomen Kemistilehti B, 1958, vol. 31, p. 320,325

  摘要：

  DOI：

文献信息

• Action du N-bromosuccinimide sur les dioxolannes en série bicyclo [2.2.1 ]heptanique. Limitation des transpositions de wagner-meerwein
  作者：Akram Bazbouz、Henri Christol、Jacques Coste、Françoise Plenat

  DOI：10.1016/0040-4020(80)80151-7

  日期：1980.1

  Vicinal benzoyloxy-trans-bicyclo [2.2.1] heptanic bromhydrins, otherwise difficult to obtain are formed from N-bromosuccinimide and norbornanes bearing a 2-aryl-1,3 dioxolane skeleton. The greater stability of the intermediate dioxolenium ion reduces the tendency towards both Wagner-Meerwein rearrangement and neighbouring group participation by chlorine, processes usually observed when a less stable

  N-溴丁二酰亚胺和带有2-芳基-1,3-二氧戊环骨架的降冰片烷形成了否则难以获得的邻苯甲酰氧基-反式-双环[2.2.1]庚烷溴代醇。中间体二氧杂环丁烷离子的更高稳定性降低了瓦格纳-梅尔温重排和邻位氯参与的趋势，这是在涉及到稳定性较差的中间体时通常观察到的过程。然而，甲氧基羰基邻基的参与和瓦格纳·梅尔温重排分别发生在甲氧基羰基双环[2.2.1]庚烷和硼烷化合物中。
• Structural, Theoretical and Spectroscopic Characterisation of a Series of Novel Gold(I)‐Norbornene Complexes Supported by Phenanthrolines: Effects of the Supporting Ligand
  作者：Maria A. Cinellu、Massimiliano Arca、Fabrizio Ortu、Sergio Stoccoro、Antonio Zucca、Anna Pintus、Laura Maiore

  DOI：10.1002/ejic.201901116

  日期：2019.11.30

  A series of novel gold(I) alkene complexes of general formula [Au(N^N)(η²‐nb)][PF₆] [N^N = PHEN (1,10‐phenanthroline), NCP (2,9‐dimethyl‐1,10‐phenanthroline), 4,7‐DMP (4,7–dimethyl‐1,10‐phenanthroline), TMP (3,4,7,8–tetramethyl‐1,10‐phenanthroline), BTP (4,7‐diphenyl‐1,10‐phenanthroline) and BTC (2,9‐dimethyl‐4,7‐diphenyl‐1,10‐phenanthroline); nb = norbornene] were synthesized by a novel synthetic

  一系列通式为[Au（N ^ N）（η²-nb）] [PF₆] [N ^ N = PHEN（1,10-菲咯啉），NCP（2,9-二甲基）的新型金（I）烯烃配合物-1,10-菲咯啉），4,7-DMP（4,7-二甲基-1,10-菲咯啉），TMP（3,4,7,8-四甲基-1,10-菲咯啉），BTP（4， 7-二苯基-1,10-菲咯啉）和BTC（2,9-二甲基-4,7-二苯基-1,10-菲咯啉）; nb =降冰片烯]是通过新颖的合成途径合成的。新型阳离子金（I）-降冰片烯配合物通过1 H和13 C NMR光谱进行了全面表征，三种配合物的晶体结构通过单晶X射线衍射解析。辅助配体上取代基的性质和位置与光谱和结构数据之间的相关性突出了键合性质的变化。
• Synthesis of diols using the hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate)
  作者：Murat Çelik、Cemalettin Alp、Betül Coşkun、M. Serdar Gültekin、Metin Balci

  DOI：10.1016/j.tetlet.2006.03.137

  日期：2006.5

  1.2- and 1.3-Bis(trifluoroacetoxy) alcohols are easily obtained from the one-pot reaction of alkenes with phenyliodine(III) bis(trifluoroacetate) (PIFA) in the absence of any additive or catalyst. The products were converted into the corresponding diols by ammonolysis. The use of bicyclic alkenes has shown that rearranged 1,3-diacetoxy alcohols are mostly formed as the major products. (c) 2006 Elsevier Ltd. All rights reserved.
• Improved yield and functionality of parathyroid cells separated by using collagenase-digestion with cold pre-incubation
  作者：M. Laudes、A. Gaumann、C. Laue、J. Schrezenmeir

  DOI：10.1007/bf03343821

  日期：2001.2

  Preparation of cells from solid organs often induces a functional impairment due to the proteolytic cell damage by the applied digestive enzyme like collagenase, trypsin or dispase. To preserve the tissue and to enhance the yield of cells, Laue et al. reported an islet cell isolation with pre-incubation at 4 C permitting the enzyme to diffuse into the tissue and explicite activity equally throughout the whole particle. The aim of this study was to investigate whether this procedure can be applied to parathyroid glands. Therefore porcine parathyroid glands were dissected into 1 mm(3) pieces. Subsequently one group of these pieces was incubated 22 h at 4 C in 2 mg/ml collagenase before activating the enzyme by elevating the temperature to 37 C for 30 min. The other group was incubated directly at 37 C for 30 min. The yield of cells and their viability was assessed by light-microscopy and staining with trypan-blue. After the cells were immobilized in barium-alginate and cultivated for 7 days, the function was tested by incubation in different calcium concentrations and PTH-measurement. Finally, the viability was assessed by histology. Using a cold pre-incubation with collagenase, a significantly higher number of isolated cells was retrieved compared with collagenase-digestion without pre-incubation. The viability was about 100% and did not differ between both groups. After immobilization and cultivation the viability decreased to less than 30%, with and without pre-incubation. In contrast to viability the PTH-secretion of the cells differed significantly between both procedures. By preincubation with collagenase at 4 C a gentle method is presented resulting in an enhancement of yield and function of single cells of parathyroid glands. (C)2001, Editrice Kurtis .
• Yates,P. et al., Polish Journal of Chemistry, 1979, vol. 53, p. 163 - 176
  作者：Yates,P. et al.

  DOI：——

  日期：——