[(5-bromo-pyridin-2-ylmethyl)-phosphonic acid diethyl ester] hydrochloride | 1000400-92-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: [(5-bromo-pyridin-2-ylmethyl)-phosphonic acid diethyl ester] hydrochloride
• 英文别名: Diethyl [(5-bromopyridin-2-yl)methyl]phosphonate hydrochloride；5-bromo-2-(diethoxyphosphorylmethyl)pyridine;hydrochloride
• CAS: 1000400-92-9
• 化学式: C₁₀H₁₅BrNO₃P*ClH
• 分子量: 344.573
• InChiKey: DIMLQTYSAQOFAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  48.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  亚磷酸三乙酯 、 5-溴-2-(氯甲基)吡啶 在 盐酸 作用下， 以 甲苯 、 乙腈 、 正庚烷 、 溶剂黄146 、 异丙醇 为溶剂， 反应 15.0h， 生成 [(5-bromo-pyridin-2-ylmethyl)-phosphonic acid diethyl ester] hydrochloride
  参考文献：
  名称：

  Synthesis of diethyl{[5-(3-fluorophenyl)-pyridine-2yl]methyl}phosphonate

  摘要：

  该申请公开了一种新型的磷酸酯制备工艺，用于制备用作他巴辛类似物中间体的磷酸酯，这些他们在制备自身作为凝血酶受体拮抗剂时有用。本文所教授的化学可以通过以下方案加以说明：其中R9从具有1至10个碳原子的烷基、芳基、杂芳基和芳基烷基组中选择，而R11则是从具有1至10个碳原子和氢的烷基、芳基、杂芳基和芳基烷基组中独立选择，X2为Cl、Br或I；X3从Cl和Br中选择；PdLn为支持的钯金属催化剂或可溶性的异质钯催化剂。L-衍生试剂是一种能将化合物137D的醇官能团转化为可以被三有机膦酸酯磷酸化剂取代的任何离去基团的基团。

  公开号：

  US20080004449A1

文献信息

• Synthesis of diethyl{[5-(3-fluorophenyl)-pyridine-2-yl]methyl} phosphonate used in the synthesis of himbacine analogs
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2046804B1

  公开（公告）日：2015-07-15
• SYNTHESIS Of DIETHYLPHOSPHONATE
  申请人：Yong Kelvin H.

  公开号：US20100137597A1

  公开（公告）日：2010-06-03

  This application discloses a novel process for the preparation of phosphonate esters useful as intermediates in the preparation of himbacine analogs, themselves useful as thrombin receptor antagonists. The chemistry taught herein can be exemplified by the following scheme: wherein R 9 is selected from alkyl, aryl heteroaryl and arylalkyl groups having 1 to 10 carbon atoms, and R 11 is selected independently for each occurrence from alkyl, aryl heteroaryl and arylalkyl groups having 1 to 10 carbon atoms and hydrogen, X 2 is Cl, Br, or I; X 3 is selected from Cl and Br; and PdL n is a supported palladium metal catalyst or a soluble heterogeneous palladium catalyst. The L-derivatizing reagent is a moiety which converts the alcohol functional group of compound 137D to any leaving group which can be displaced by a triorgano-phosphite phosphonating agent.
• US7687631B2
  申请人：——

  公开号：US7687631B2

  公开（公告）日：2010-03-30
• US8329905B2
  申请人：——

  公开号：US8329905B2

  公开（公告）日：2012-12-11
• Synthesis of diethyl{[5-(3-fluorophenyl)-pyridine-2yl]methyl}phosphonate
  申请人：Yong H. Kelvin

  公开号：US20080004449A1

  公开（公告）日：2008-01-03

  This application discloses a novel process for the preparation of phosphonate esters useful as intermediates in the preparation of himbacine analogs, themselves useful as thrombin receptor antagonists. The chemistry taught herein can be exemplified by the following scheme: wherein R 9 is selected from alkyl, aryl heteroaryl and arylalkyl groups having 1 to 10 carbon atoms, and R 11 is selected independently for each occurrence from alkyl, aryl heteroaryl and arylalkyl groups having 1 to 10 carbon atoms and hydrogen, X 2 is Cl, Br, or I; X 3 is selected from Cl and Br; and PdL n is a supported palladium metal catalyst or a soluble heterogeneous palladium catalyst. The L-derivatizing reagent is a moiety which converts the alcohol functional group of compound 137D to any leaving group which can be displaced by a triorgano-phosphite phosphonating agent.

  该申请公开了一种新型的磷酸酯制备工艺，用于制备用作他巴辛类似物中间体的磷酸酯，这些他们在制备自身作为凝血酶受体拮抗剂时有用。本文所教授的化学可以通过以下方案加以说明：其中R9从具有1至10个碳原子的烷基、芳基、杂芳基和芳基烷基组中选择，而R11则是从具有1至10个碳原子和氢的烷基、芳基、杂芳基和芳基烷基组中独立选择，X2为Cl、Br或I；X3从Cl和Br中选择；PdLn为支持的钯金属催化剂或可溶性的异质钯催化剂。L-衍生试剂是一种能将化合物137D的醇官能团转化为可以被三有机膦酸酯磷酸化剂取代的任何离去基团的基团。