pentafluorophenyl 5-bromopentanoate | 874446-95-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: pentafluorophenyl 5-bromopentanoate
• 英文别名: 5-bromopentanoic acid pentafluorophenyl ester；(2,3,4,5,6-Pentafluorophenyl) 5-bromopentanoate；(2,3,4,5,6-pentafluorophenyl) 5-bromopentanoate
• CAS: 874446-95-4
• 化学式: C₁₁H₈BrF₅O₂
• 分子量: 347.079
• InChiKey: CBJDSWMAYMSPCL-UHFFFAOYSA-N

物化性质

• 沸点：
  322.6±42.0 °C(Predicted)
• 密度：
  1.646±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  pentafluorophenyl 5-bromopentanoate 、 甲基膦酸二甲酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以81%的产率得到dimethyl (6-bromo-2-oxohexyl)phosphonate
  参考文献：
  名称：

  Chemoselective Synthesis of β-Ketophosphonates Using Lithiated α-(Trimethylsilyl)methylphosphonate

  摘要：

  A highly chemoselective synthesis of beta-ketophosphonates from pentafluorophenyl esters and lithiated methyl alpha-(trimethylsilyl)methylphosphonate has been developed. This mild lithiated phosphonate reagent allows the synthesis of functionalized beta-ketophosphonates in the presence of unactivated esters with high yields. This method has been compared with the standard lithiated methylphosphonate reagent.

  DOI：

  10.1021/acs.joc.5b00039
• 作为产物：
  描述：

  5-溴戊酸 、 五氟苯酚 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以85%的产率得到pentafluorophenyl 5-bromopentanoate
  参考文献：
  名称：

  Chemoselective Synthesis of β-Ketophosphonates Using Lithiated α-(Trimethylsilyl)methylphosphonate

  摘要：

  A highly chemoselective synthesis of beta-ketophosphonates from pentafluorophenyl esters and lithiated methyl alpha-(trimethylsilyl)methylphosphonate has been developed. This mild lithiated phosphonate reagent allows the synthesis of functionalized beta-ketophosphonates in the presence of unactivated esters with high yields. This method has been compared with the standard lithiated methylphosphonate reagent.

  DOI：

  10.1021/acs.joc.5b00039

文献信息

• [EN] PROCESS FOR PREPARING NITROOXY ESTERS, NITROOXY THIOESTERS, NITROOXY CARBONATES AND NITROOXY THIOCARBONATES, INTERMEDIATES USEFUL IN SAID PROCESS AND PREPARATION THEREOF<br/>[FR] PROCEDE DESTINE A LA PREPARATION D'ESTERS NITRO-OXY, DE THIOESTERS NITRO-OXY, DE CARBONATES NITRO-OXY ET DE THIOCARBONATES NITRO-OXY, PRODUITS INTERMEDIAIRES UTILES DANS CE PROCEDE ET LEUR PREPARATION
  申请人：NICOX SA

  公开号：WO2006008196A1

  公开（公告）日：2006-01-26

  The present invention relates to a process for preparing nitrooxy esters, nitrooxy thioesters, nitrooxy carbonates and nitrooxy thiocarbonates of compounds having at least a hydroxyl or thiol functional group, according to the following reaction scheme, (I), (II), (III). The invention also relates to intermediates useful in said process and to their preparation.

  本发明涉及一种制备具有至少一个羟基或硫醇官能团的化合物的硝基酯、硝基硫酯、硝基碳酸酯和硝基硫代碳酸酯的过程，根据以下反应方案(I)、(II)、(III)。该发明还涉及在该过程中有用的中间体及其制备方法。
• Process for Preparing Nitrooxy Esters, Nitrooxy Thioesters Nitrooxy Carbonates and Nitrooxy Thiocarbinates, Intermediates Useful in Said Process and Preparation Thereof
  申请人：Almirante Nicoletta

  公开号：US20070238882A1

  公开（公告）日：2007-10-11

  The present invention relates to a process for preparing nitrooxy esters, nitrooxy thioesters, nitrooxy carbonates and nitrooxy thiocarbonates of compounds having at least an hydroxyl or thiol functional group, according to the following reaction scheme The invention also relates to intermediates useful in said process and to their preparation.

  本发明涉及一种制备至少具有羟基或硫醇官能团的化合物的硝氧酯、硝氧硫酯、硝氧碳酸酯和硝氧硫代碳酸酯的过程，如下反应方案所示。本发明还涉及该过程中有用的中间体及其制备方法。
• PROCESS FOR PREPARING NITROOXY ESTERS, NITROOXY THIOESTERS, NITROOXY CARBONATES AND NITROOXY THIOCARBONATES, INTERMEDIATES USEFUL IN SAID PROCESS AND PREPARATION THEREOF
  申请人：NicOx S.A.

  公开号：EP1778617A1

  公开（公告）日：2007-05-02
• US7723529B2
  申请人：——

  公开号：US7723529B2

  公开（公告）日：2010-05-25
• [EN] NITROOXY SARTAN DERIVATIVES AS ANGIOTENSIN II RECEPTOR BLOCKERS FOR THE TREATMENT OF CARDIOVASCULAR AND INFLAMMATORY DISEASES<br/>[FR] DERIVES DE SARTANE NITROOXY EN TANT QUE BLOQUEURS D'UN RECEPTEUR D'ANGIOTENSINE II POUR LE TRAITEMENT DE MALADIES CARDIO-VASCULAIRES ET INFLAMMATOIRES
  申请人：NICOX SA

  公开号：WO2006079610A1

  公开（公告）日：2006-08-03

  [EN] Angiotensin II receptor blockers nitroderivatives of Formula (I) having wider pharmacological activity and enhanced tolerability. They can be employed for treatment cardiovascular and renal diseases and inflammatory processes.
  [FR] L'invention concerne des nitrodérivés de bloqueurs d'un récepteur d'angiotensine II de formule (I) à activité pharmacologique élargie et à tolérabilité accrue. Ces dérivés peuvent servir au traitement de maladies cardio-vasculaires et rénales et de processus inflammatoires.