6-chloro dibenzo[d,f][1,3,2]-dioxaphosphepin 6-sulfide | 61335-18-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 6-chloro dibenzo[d,f][1,3,2]-dioxaphosphepin 6-sulfide
• 英文别名: 0,0'(2,2'-biphenylylen)thiophosphorsaeurechlorid；O,O-(2,2'-biphenyl) phosphorochloridothioate；6-chloro-dibenzo[d,f][1,3,2]dioxaphosphepin-6-sulfide；6-Chlor-dibenzo[d,f][1,3,2]dioxaphosphepin-6-sulfid；6-Chloro-dibenzo-<1,3,2>-dioxaphosphepin-6-sulphide；2,2'-Diphenylenchlorthiophosphonat；6-Chloro-6-sulfanylidenebenzo[d][1,3,2]benzodioxaphosphepine
• CAS: 61335-18-0
• 化学式: C₁₂H₈ClO₂PS
• 分子量: 282.687
• InChiKey: MMSHXRLWUIYMCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro dibenzo[d,f][1,3,2]-dioxaphosphepin 6-sulfide 在 盐酸 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 4.0h， 生成 O,O'(2,2'-biphenylylene)thiophosphoric acid
  参考文献：
  名称：

  Kuchen, W.; Mahler, H. F., Phosphorus and Sulfur and the Related Elements, 1980, vol. 8, p. 139 - 146

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2'-二羟基联苯 在 三氯硫磷 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 6-chloro dibenzo[d,f][1,3,2]-dioxaphosphepin 6-sulfide
  参考文献：
  名称：

  6-芳氧基/芳硫基/烷基氨基二苯并[d,f][1,3,2]-二氧杂膦6-硫化物的简便合成、光谱（IR、1H、13C和31P NMR）特性和抗菌活性

  摘要：

  DOI：

  10.1515/hc.2003.9.3.313

文献信息

• Highly Enantioselective Michael Addition of Acetone to Nitro Olefins Catalyzed by Chiral Bifunctional Primary Amine-Thiophosphoramide Catalyst
  作者：Aidang Lu、Tao Liu、Ronghua Wu、Youming Wang、Zhenghong Zhou、Guiping Wu、Jianxin Fang、Chuchi Tang

  DOI：10.1002/ejoc.201000945

  日期：2010.10

  A series of bifunctional primary amine-thiophosphoramides were synthesized, which proven to be effective organocatalysts for the asymmetric Michael reaction of acetone to both aryl and alkyl nitro olefins in the presence of phenol as a protic additive. The corresponding adducts were obtained in excellent chemical yields (up to >99 %) with excellent enantioselectivities (up to 97 % ee).

  合成了一系列双功能伯胺-硫代磷酰胺，证明是在苯酚作为质子添加剂存在下丙酮与芳基和烷基硝基烯烃的不对称迈克尔反应的有效有机催化剂。相应的加合物以优异的化学产率（高达 > 99 %）和优异的对映选择性（高达 97 % ee）获得。
• Tropos Biphenol Derived Chiral Thiophosphoramide Catalysed Highly Diastereo- and Enantioselective Michael Addition of Cyclic Ketones to Nitro Olefins
  作者：Aidang Lu、Ronghua Wu、Youming Wang、Zhenghong Zhou、Guiping Wu、Jianxin Fang、Chuchi Tang

  DOI：10.1002/ejoc.201000892

  日期：2011.1

  chiral thiophosphoramide to afford exclusively the thermodynamically favoured diastereomer. This novel secondary amine-thiophosphoramide has proven to be an effective bifunctional organocatalyst for the asymmetric Michael addition of cyclohexanone to both aryl- and alkyl-substituted nitro olefins. The corresponding adducts were obtained with excellent diastereo- (up to >99:1 dr) and enantioselectivities

  在手性柔性联苯酚衍生的新型手性硫代磷酰胺的制备中观察到从 (S)-2-(氨基甲基) 吡咯烷到tropos 联苯骨架的手性转移，以​​专门提供热力学有利的非对映异构体。这种新型仲胺硫代磷酰胺已被证明是一种有效的双功能有机催化剂，可用于环己酮与芳基和烷基取代的硝基烯烃的不对称迈克尔加成反应。获得了具有出色非对映选择性（高达 >99:1 dr）和对映选择性（高达 >99% ee）的相应加合物。
• ANTI-CYTOMEGALOVIRUS ACTIVITY OF ARTEMISININ-DERIVED DIMERS
  申请人：Arav-Boger Ravit

  公开号：US20130109654A1

  公开（公告）日：2013-05-02

  Artemisinin-derived monomers and artemisinin dimers are shown to exhibit in-vitro anti-cytomegalovirus (CMV) activity. Artemisinin dimers effectively inhibited CMV replication in human foreskin fibroblasts and human embryonic lung fibroblasts with no cytotoxicity at concentrations required for complete CMV inhibition. Artemisinin dimers were found to be potent and non-cytotoxic inhibitors of CMV replication, which indicates their use as therapeutic agents for the treatment of CMV infection in humans.

  青蒿素衍生单体和青蒿素二聚体表现出体外抗巨细胞病毒（CMV）活性。青蒿素二聚体有效抑制了人阴茎包皮纤维细胞和人胚肺纤维细胞中的CMV复制，且在完全抑制CMV所需的浓度下无细胞毒性。青蒿素二聚体被发现是强效且无细胞毒性的CMV复制抑制剂，这表明它们可用作治疗人类CMV感染的治疗剂。
• Artemisinin-derived dimer phosphate esters as potent anti-cytomegalovirus (anti-CMV) and anti-cancer agents: A structure–activity study
  作者：Bryan T. Mott、Ran He、Xiaochun Chen、Jennifer M. Fox、Curt I. Civin、Ravit Arav-Boger、Gary H. Posner

  DOI：10.1016/j.bmc.2013.04.027

  日期：2013.7

  We recently reported the anti-cancer and anti-cytomegalovirus (CMV) activity of artemisinin-derived trioxane diphenylphosphate dimer 838. To probe the relationship between chemical structure and anti-CMV and anti-cancer activities, we now report synthesis and evaluation of a series of eight new dimer phosphate ester analogs of 838. This series of novel molecules was screened against human foreskin fibroblasts (HFFs) infected with CMV and against the human Jurkat T cell acute lymphoblastic leukemia cell line. This SAR study confirms the very high anti-CMV and anti-cancer potencies of dimer diphenyl phosphate ester 838 without its being toxic to normal cells. (C) 2013 Elsevier Ltd. All rights reserved.
• Anschuetz; Marquardt, Chemische Berichte, 1956, vol. 89, p. 1119,1122
  作者：Anschuetz、Marquardt

  DOI：——

  日期：——