Monoanilinium-ethoxycarbonylmethylphosphonat | 65868-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Monoanilinium-ethoxycarbonylmethylphosphonat
• 英文别名: aniline;(2-ethoxy-2-oxoethyl)phosphonic acid
• CAS: 65868-58-8
• 化学式: C₄H₉O₅P*C₆H₇N
• 分子量: 261.214
• InChiKey: LGGOIQXWUCAUHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.0
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  109.85
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Monoanilinium-ethoxycarbonylmethylphosphonat 、 N-acetyl-2',3'-di-O-acetylcytidine 在 吡啶 、 Amberlit IR 120 H(+) 、 N,N'-二环己基碳二亚胺 作用下， 反应 216.0h， 生成
  参考文献：
  名称：

  New Potent Sialyltransferase Inhibitors—Synthesis of Donor and of Transition-State Analogues of Sialyl Donor CMP-Neu5Ac

  摘要：

  Enzymatic sialyl transfer with CMP-Neu5Ac as donor can be inhibited by CDP. Therefore phosphonates 1a,b, 2 and 3 were synthesized as substrate analogues. With alpha(2-6)-sialyltransferase from rat liver (EC2.4.99.1) only moderate inhibition was found for these compounds. In order to obtain transition-state analogues of CMP-Neu5Ac different linkages between 2,3-dehydro-N-acetylneuraminol and CMP were generated, yielding 4, (R)-5 and (R)-6. Compound (R)-6, in which the CMP residue is attached to C-1 of 2,3-dehydro-N-acetylneuramin-1-yl phosphonate, exhibited excellent alpha(2-6)-sialyltransferase inhibition in the nanomolar range (K-i=350 nM), resulting in a 130-fold higher affinity for the enzyme than CMP-Neu5Ac (K-M = 46 mu M).

  DOI：

  10.1002/(sici)1521-3765(19980615)4:6<1106::aid-chem1106>3.0.co;2-7
• 作为产物：
  描述：

  ethyl P,P-bis(trimethylsilyl) phosphonoacetate 生成 Monoanilinium-ethoxycarbonylmethylphosphonat
  参考文献：
  名称：

  MORITA TSUYOSHI; OKAMOTO YOSHIKI; SAKURAI HIROSHI, BULL. CHEM. SOC. JAP. 1981, 54, NO 1, 267-273

  摘要：

  DOI：

文献信息

• Dealkylation Reaction of Acetals, Phosphonate, and Phosphate Esters with Chlorotrimethylsilane/Metal Halide Reagent in Acetonitrile, and Its Application to the Synthesis of Phosphonic Acids and Vinyl Phosphates
  作者：Tsuyoshi Morita、Yoshiki Okamoto、Hiroshi Sakurai

  DOI：10.1246/bcsj.54.267

  日期：1981.1

  A mild and efficient method has been developed for carbon-oxygen bond cleavage using chlorotrimethylsilane/sodium iodide in acetonitrile. It was applied to synthetic transformation under nonaqueous and neutral conditions, such as acetal deprotection and the synthesis of phosphonic acids from the corresponding dialkyl phosphonates via methanolysis of their silyl esters. Effectiveness of various kinds

  已经开发出一种在乙腈中使用三甲基氯硅烷/碘化钠进行碳氧键断裂的温和有效的方法。它被应用于非水和中性条件下的合成转化，如缩醛脱保护和从相应的膦酸二烷基酯通过其甲硅烷基酯的甲醇分解合成膦酸。通过 1 H NMR 在乙腈溶液中检测了各种金属碘化物或碘化铵对此类脱烷基作用的有效性。用碘化锂或碘化钾代替碘化钠也获得了令人满意的结果。然而，铜（I）或碘化季铵是无效的。乙腈中的氯三甲基硅烷/溴化锂对多功能膦酸酯或二烷基乙烯基磷酸酯的选择性脱烷基作用有效。
• Silyl phosphites. 15. Reactions of silyl phosphites with .alpha.-halo carbonyl compounds. Elucidation of the mechanism of the Perkow reaction and related reactions with confirmed experiments
  作者：Mitsuo Sekine、Kiyomi Okimoto、Khoji Yamada、Tsujiaki Hata

  DOI：10.1021/jo00323a024

  日期：1981.5
• MACHIDA YOSHIMASA; NOMOTO SEIICHIRO; SAITO ISAO, SYNTH. COMMUN., 1979, 9, NO 2, 97-102
  作者：MACHIDA YOSHIMASA、 NOMOTO SEIICHIRO、 SAITO ISAO

  DOI：——

  日期：——