methyl 2-phenyl-2-isocyanatoethanoate | 143676-63-5

• 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: methyl 2-phenyl-2-isocyanatoethanoate
• 英文别名: methyl α-isocyanatophenylacetate；Methyl 2-isocyanato-2-phenylacetate
• CAS: 143676-63-5
• 化学式: C₁₀H₉NO₃
• 分子量: 191.186
• InChiKey: SHKLHQANVPYACZ-UHFFFAOYSA-N

物化性质

• 熔点：
  176-177 °C
• 沸点：
  90-93 °C(Press: 1.5 Torr)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  异腈甲基磷酸二乙酯 、 methyl 2-phenyl-2-isocyanatoethanoate 生成 DL-Diethoxyphosphorylglycyl-DL-phenylglycin-methylester
  参考文献：
  名称：

  Koehler, Burkhard; Schoellkopf, Ulrich, Liebigs Annalen der Chemie, 1987, p. 267 - 269

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-2-苯基乙酸 在 三甲基氯硅烷 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 methyl 2-phenyl-2-isocyanatoethanoate
  参考文献：
  名称：

  Organosilicon synthesis of isocyanates: IV. Synthesis of isocyanates from aliphatic and alkylaromatic amino acid esters

  摘要：

  Treatment of an alcoholic suspension of amino acids with trimethylchlorosilane yielded phenylglycine, valine, beta-phenylalanine, and homovaline ester hydrochlorides. Their saccharin-catalyzed silylation with hexamethyldisilazane proceeds quantitatively and involves only one proton of the amino group. The best conversion of the amino acid esters to the corresponding isocyanates was achieved by phosgene treatment of their monosilyl urethanes, rather than of the silylated amino esters. Monosilyl urethanes are formed quantitatively by treatment of the amino acid ester hydrochlorides with the hexamethyldisilazane-CO2 system. The H-1 NMR spectra show that monosilyl urethanes derived from alpha- and beta-amino acid esters are characterized by intramolecular interaction of the silicon atom and the oxygen atom of the carboxy group.

  DOI：

  10.1134/s1070363207040135

文献信息

• Substituted amino compounds, their preparation and their use as
  申请人：Hoechst Aktiengesellschaft

  公开号：US05681838A1

  公开（公告）日：1997-10-28

  The present invention relates to novel substituted amino compounds of the formula I: R.sup.1 -(A).sub.a -(B).sub.b -(D).sub.c -(CH.sub.2).sub.m -N(R.sup.2)-(CH.sub.2).sub.n -R.sup.3 as defined in the present application, and to a process for preparing such compounds. The invention also includes pharmaceutical compositions containing the present compounds, and the preparation of such compositions. The invention also relates to the use of the present compounds as inhibitors of blood-platelet aggregation, formation of metastases by carcinoma cells, and the binding of osteoclasts to bone surfaces, in the treatment of hosts in need thereof.

  本发明涉及以下式的新型取代氨基化合物：R.sup.1 -(A).sub.a -(B).sub.b -(D).sub.c -(CH.sub.2).sub.m -N(R.sup.2)-(CH.sub.2).sub.n -R.sup.3，如本申请中所定义，并涉及制备这种化合物的方法。本发明还包括含有本化合物的药物组合物，以及制备这种组合物。本发明还涉及将本化合物用作抑制血小板聚集、癌细胞形成转移灶以及破骨细胞与骨表面结合的药物，在治疗需要的宿主中的用途。
• Organosilicon synthesis of isocyanates: IV. Synthesis of isocyanates from aliphatic and alkylaromatic amino acid esters
  作者：A. V. Lebedev、A. B. Lebedeva、V. D. Sheludyakov、V. V. Shatunov、S. N. Ovcharuk

  DOI：10.1134/s1070363207040135

  日期：2007.4

  Treatment of an alcoholic suspension of amino acids with trimethylchlorosilane yielded phenylglycine, valine, beta-phenylalanine, and homovaline ester hydrochlorides. Their saccharin-catalyzed silylation with hexamethyldisilazane proceeds quantitatively and involves only one proton of the amino group. The best conversion of the amino acid esters to the corresponding isocyanates was achieved by phosgene treatment of their monosilyl urethanes, rather than of the silylated amino esters. Monosilyl urethanes are formed quantitatively by treatment of the amino acid ester hydrochlorides with the hexamethyldisilazane-CO2 system. The H-1 NMR spectra show that monosilyl urethanes derived from alpha- and beta-amino acid esters are characterized by intramolecular interaction of the silicon atom and the oxygen atom of the carboxy group.
• Chiral receptor for N-benzyloxycarbonyl aminoacid derivatives
  作者：Mercedes Crego、Anselmo Partearroyo、César Raposo、Ma Luisa Mussons、J.Luis López、Victoria Alcázar、Joaquín R. Morán

  DOI：10.1016/s0040-4039(00)76239-3

  日期：1994.2

  Chiral cleft-type receptors for N-benzyloxycarbonyl aminoacid derivatives have been prepared. Discrimination between aminoacids with non-polar side chains is modest. Better chiral recognition is obtained with serine. A receptor with an aminopyridine unit allows a high association constant with aspartic acid.
• US5681838A
  申请人：——

  公开号：US5681838A

  公开（公告）日：1997-10-28
• Koehler, Burkhard; Schoellkopf, Ulrich, Liebigs Annalen der Chemie, 1987, p. 267 - 269
  作者：Koehler, Burkhard、Schoellkopf, Ulrich

  DOI：——

  日期：——