triphosgene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三氧烷
• 英文名称: triphosgene
• 英文别名: 2,2,4,4,6,6-Hexachloro-1,3,5-trioxane
• 化学式: C₃Cl₆O₃
• 分子量: 296.749
• InChiKey: ZTDQOUWPTWDQIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  冰片 、 triphosgene 在 喹啉 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以87%的产率得到(-)-bornyl chloroformate
  参考文献：
  名称：

  Reactions oft-Butylphosphine–Borane with Various Electrophiles and Synthesis of Optically Activet-Butylmethylphosphine–Borane

  摘要：

  对t-丁基磷烷-硼烷与各种电亲核试剂的反应性进行了研究，重点关注烷基化。这种化合物的单烷基化过程顺利进行，产率良好（61-85%）。还合成了二取代衍生物，产率也很好（86-99%）。通过分离中间反式异构体(1S)-内源-2-硼酸酯(t-丁基)甲基磷烷-硼烷，制备了光学活性的t-丁基甲基磷烷-硼烷。

  DOI：

  10.1246/bcsj.75.1359

文献信息

• New Solutions to the C-12,13 Stereoproblem of Epothilones B and D; Synthesis of a 12,13-Diol-Acetonide Epothilone B Analog
  作者：Tanja Gaich、Gunter Karig、Harry J. Martin、Johann Mulzer

  DOI：10.1002/ejoc.200600113

  日期：2006.8

  New approaches are described to the synthesis of epothilone B and a 12,13-diol-acetonide derivative. Specifically the (12Z) double bond is formed quantitatively by a silicon-tethered ring-closing metathesis (RCM) reaction with 85 % selectivity. Alternatively, a direct route to the 12,13-epoxide by cyclization of a 12,13-diol has been developed. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany

  描述了合成埃坡霉素 B 和 12,13-二醇-丙酮衍生物的新方法。具体而言，(12Z)双键通过具有85％选择性的硅系闭环复分解(RCM)反应定量形成。或者，已经开发了通过 12,13-二醇环化生成 12,13-环氧化物的直接途径。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
• Development of highly selective and sensitive probes for hydrogen peroxideElectronic supplementary information (ESI) available: general methods. See http://www.rsc.org/suppdata/cc/b3/b309393j/
  作者：Lee-Chiang Lo、Chi-Yuan Chu

  DOI：10.1039/b309393j

  日期：——

  Probes that react specifically with hydrogen peroxide to release chromophoric or fluorescent reporter groups were designed and synthesized.

  设计并合成了与过氧化氢发生特异性反应、释放发色团或荧光报告基团的探针。
• ‘β-Acarbose’: A potential inhibitor of β-d-glucosidases and β-d-glucan hydrolases
  作者：Joseph C McAuliffe、Robert V Stick、Bruce A Stone

  DOI：10.1016/0040-4039(96)00298-5

  日期：1996.4

  ‘β-Adiposin-2’, the 6″-hydroxylated derivative of ‘β-acarbose’, itself a diastereoisomer of the naturally occurring acarbose, has been prepared from a 1-epivalienamine derivative, and benzyl 2,3,6,2′,3′,6′-hexa-O-benzyl-β-cellobioside.

  “β-Adiposin-2”（β-阿卡波糖的6”-羟基化衍生物，本身是天然存在的阿卡波糖的非对映异构体）是由1-epivalienamine衍生物和2,3,6,2'苄基制备的，3′，6′-六-O-苄基-β-纤维二糖苷。
• De novo synthesis of galacto-sugar δ-lactones via a catalytic osmium/palladium/osmium reaction sequence
  作者：Md. Moinuddin Ahmed、George A. O’Doherty

  DOI：10.1016/j.tetlet.2005.03.029

  日期：2005.4

  A highly efficient route to various 1,5-galacto-sugar lactones from dienoates has been developed by using three catalytic reactions. These reactions include (i) an enantioselective osmium-catalyzed dihydroxylation, (ii) a regio- and diastereoselective palladium-catalyzed pi-allyl alkylation with p-methoxyphenol for alcohol differentiation and protection, and (iii) a diastereoselective dihydroxylation that can be improved using matched emantioselective osmium-catalyzed dihydroxylation condition. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis of quinazoline-2,4-dione and naphthalimide derivatives as new 5-HT3 receptor antagonists
  作者：M Langlois、JL Soulier、V Rampillon、C Gallais、B Brémont、S Shen、D Yang、A Giudice、F Sureau

  DOI：10.1016/0223-5234(94)90192-9

  日期：1994.1

  New potent 5-HT3 receptor antagonists have been designed from the naphthalimide moiety and a quinuclidine heterocycle and the structure-activity relationships are discussed here on the basis of the nature of the substituent on the aromatic system. The biological activity of the compounds was evaluated in binding assays with [H-3]BRL-43694 and by inhibition of the Bezold-Jarisch reflex. Compound 22 with a 4-amino substituent was equipotent to the reference compounds. In contrast to the benzamide derivatives, the activity resides essentially in the (R) enantiomer (K-i = 0.15 +/- 0.05 nM, ID50 = 1.6 mu g/kg/iv) and it is demonstrated that the additional carbonyl group is involved in the inversion of the enantioselectivity of the receptor. Conformational studies of (R)-22 demonstrated the presence of a locked structure with 4 minimal energy conformers which were compared to those of (S)-zacopride. The superimposition of the putative active conformers emphasized the presence of a second polar group in the binding site. The fluorescent properties of the compounds were studied and indicate that (R)-22 and its derivatives may be promising tools for the direct visualization of 5-HT3 receptors.