lithium [14C]formate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: lithium [14C]formate
• 英文别名: lithium;oxo(114C)methanolate
• 化学式: CHO₂*Li
• 分子量: 53.9477
• InChiKey: XKPJKVVZOOEMPK-DEQYMQKBSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.63
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴苯 、 lithium [14C]formate 在 四(三苯基膦)钯 甲酸 、 硫酸 、 potassium acetate 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 16.0h， 以78%的产率得到苯甲酸-羧基-14C
  参考文献：
  名称：

  A convenient method for [14C] carbonylation reactions

  摘要：

  A simple, efficient method for generation of (CO)-C-14 from (BaCO3)-C-14 has been developed. Reduction of (CO2)-C-14 using LiBEt3H gave [C-14]formate in good yield which was treated with cone. H2SO4 to effect dehydration to (CO)-C-14. Through direct attachment of a reaction vessel containing aryl substrate and Pd(0) catalyst, [C-14]carbonylation reactions were performed without the use of a mercury transfer pump. [C-14]Carbonylation reactions using (CO)-C-14 generated in this manner have been shown to proceed in good yield with a variety of substrates.

  DOI：

  10.1002/1099-1344(20001015)43:11<1135::aid-jlcr404>3.0.co;2-t
• 作为产物：
  描述：

  二氧化碳-14C 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 硫酸 、 三乙基硼氢化锂 作用下， 以 四氢呋喃 为溶剂， 以79%的产率得到lithium [14C]formate
  参考文献：
  名称：

  A convenient method for [14C] carbonylation reactions

  摘要：

  A simple, efficient method for generation of (CO)-C-14 from (BaCO3)-C-14 has been developed. Reduction of (CO2)-C-14 using LiBEt3H gave [C-14]formate in good yield which was treated with cone. H2SO4 to effect dehydration to (CO)-C-14. Through direct attachment of a reaction vessel containing aryl substrate and Pd(0) catalyst, [C-14]carbonylation reactions were performed without the use of a mercury transfer pump. [C-14]Carbonylation reactions using (CO)-C-14 generated in this manner have been shown to proceed in good yield with a variety of substrates.

  DOI：

  10.1002/1099-1344(20001015)43:11<1135::aid-jlcr404>3.0.co;2-t

文献信息

• Synthesis of two non-peptidyl GnRH receptor antagonists via [14C]carbonylation
  作者：Charles S. Elmore、Dennis C. Dean、Robert J. DeVita、David G. Melillo

  DOI：10.1002/jlcr.733

  日期：2003.9

  In support of a program to develop a new gonadotropin releasing hormone (GnRH) receptor antagonist, two 14C labelled candidate tracers, 14C-1 and 14C-2, were synthesized for utilization in metabolism studies. A slight modification of the Medicinal Chemistry route for the synthesis of the antagonists provided iodide 4. Palladium (0) catalyzed [14C]carbonylation of 4 proceeded in good chemical yield to afford acid 14C-3 which served as a common precursor to 14C-1 and 14C-2. Copyright © 2003 John Wiley & Sons, Ltd.

  为了支持开发新的促性腺激素释放激素（GnRH）受体拮抗剂的计划，我们合成了两种 14C 标记的候选示踪剂 14C-1 和 14C-2，用于代谢研究。对合成拮抗剂的药物化学路线稍作修改，就得到了碘化物 4。在钯（0）催化下，4 的[14C]羰基化反应以良好的化学收率进行，得到了作为 14C-1 和 14C-2 共同前体的酸 14C-3。Copyright © 2003 John Wiley & Sons, Ltd. All Rights Reserved.
• The Reduction of Carbon Dioxide to Formic Acid¹
  作者：John G. Burr、Weldon G. Brown、Howard E. Heller

  DOI：10.1021/ja01162a061

  日期：1950.6
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Na: SVol.4, 13, page 1397 - 1398
  作者：

  DOI：——

  日期：——
• A convenient method for [14C] carbonylation reactions
  作者：Charles S. Elmore、Dennis C. Dean、David G. Melillo

  DOI：10.1002/1099-1344(20001015)43:11<1135::aid-jlcr404>3.0.co;2-t

  日期：2000.10.15

  A simple, efficient method for generation of (CO)-C-14 from (BaCO3)-C-14 has been developed. Reduction of (CO2)-C-14 using LiBEt3H gave [C-14]formate in good yield which was treated with cone. H2SO4 to effect dehydration to (CO)-C-14. Through direct attachment of a reaction vessel containing aryl substrate and Pd(0) catalyst, [C-14]carbonylation reactions were performed without the use of a mercury transfer pump. [C-14]Carbonylation reactions using (CO)-C-14 generated in this manner have been shown to proceed in good yield with a variety of substrates.