3-(二乙氧基膦酰基)-2-甲基丙酸乙酯 | 30336-95-9

• 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
• 中文名称: 3-(二乙氧基膦酰基)-2-甲基丙酸乙酯
• 英文名称: triethyl phosphonopropionate
• 英文别名: ethyl 3-(diethoxyphosphoryl)-2-methylpropanoate；Methyl-β-diethoxyphosphinylmethylpropionat；Phosphonisobuttersaeure-triaethylester, <2-Aethoxycarbonyl-propyl>-phosphonsaeure-diaethylester；β-Phosphonoisobuttersaeuretriaethylester；<2-Aethoxycarbonyl-propyl>-phosphonsaeure-diaethylester；β-Diaethoxyphosphoryl-isobuttersaeure-aethylester；β-diethoxyphosphoryl-isobutyric acid ethyl ester；3-(Diethoxyphosphinyl)-2-methylpropanoic acid ethyl ester；ethyl 3-diethoxyphosphoryl-2-methylpropanoate
• CAS: 30336-95-9
• 化学式: C₁₀H₂₁O₅P
• 分子量: 252.247
• InChiKey: VCNBBQRODAFKTH-UHFFFAOYSA-N

物化性质

• 密度：
  1.076

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(二乙氧基膦酰基)-2-甲基丙酸乙酯 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 3-Hydroxy-2-methylpropylphosphin
  参考文献：
  名称：

  Oehme,H.; Leissring,E., Zeitschrift fur Chemie, 1973, vol. 13, p. 291 - 292

  摘要：

  DOI：
• 作为产物：
  描述：

  在 乙醇 作用下， 生成 3-(二乙氧基膦酰基)-2-甲基丙酸乙酯
  参考文献：
  名称：

  Shishkin,V.E. et al., Journal of general chemistry of the USSR, 1974, vol. 44, p. 504 - 508

  摘要：

  DOI：

文献信息

• Phosphonoalkanoylamino acids
  申请人：ANALYTICAL RESEARCH PHARMACEUTICALS PTY. LTD.

  公开号：EP0070131A1

  公开（公告）日：1983-01-19

  Certain new phosphonoalkanoylamino acids of the formula (I) herein and their pharmaceutically acceptable salts exhibit improved antihypertensive properties and are particularly useful for the reduction of angiotensin related hypertension. in which R, and R2, which are the same or different, are each selected from the group consisting of a hydrogen atom, an optionally substituted lower alkyl, a lower alkenyl, an optionally substituted aryl and an optionally substituted aralkyl radical; n is 0 or 1; R3 is a hydrogen atom, an optionally substituted lower alkyl, a lower alkenyl, an optionally substituted aryl or an optionally substituted aralkyl group; and (a) R4 is a hydrogen atom, a lower alkyl or a phenyl-lower alkyl radical; R5 and R6, which are the same or different, are each selected from the group consisting of a hydrogen atom, an optionally substituted lower alkyl or an aryl radical; and R7 is selected from the group consisting of -OR8, -NR9 or -SR10, wherein R8 and R,o are each selected from the group consisting of a hydrogen atom, a lower alkyl, an optionally substituted aryl, or an optionally substituted aralkyl radical and Rs is a hydrogen atom, a hydroxy or lower alkyl radical or the residue of an - amino acid; or (b) R4 and R5 are part of a four-, five- or six-membered optionally substituted heterocyclic ring as a connected bridge of 2 to 4 atoms of carbon or carbon and either nitrogen, sulphur or oxygen; and R6 and R7 are each as defined in (a); with the proviso that when R3 is a hydrogen atom, n is 0, the heterocyclic ring is an unsubstituted pyrrolidine, R6 is a hydrogen atom, and R7 is ORB, at least one of R1, R2 and R8 is an optionally substituted aryl radical; or (c) R5 and R6 are selected to form a side chain of a-amino acid, where N(R4) CR5R6COR7 is an a-amino acid residue; with the proviso that (i) when R3 is hydrogen and n is 0, the a-amino acid residue is not alanine, aspartic acid, glutamic acid, glycine or phenylalanine, and (ii) when R3 is hydrogen and n is 1, the a-amino acid residue is not aspartic acid; or (d) R5 and R6 are part of a cycloalkyl ring of from 3 to 6 carbon atoms; and R4 and R7, where appropriate, are each as defined in (a); or a pharmaceutically acceptable salt of the compounds of the formula (I).

  某些新的式(I)膦酰基烷酰胺酸及其药学上可接受的盐具有更好的抗高血压特性，尤其适用于降低与血管紧张素相关的高血压。 其中相同或不同的 R 和 R2 各自选自由氢原子、任选取代的低级烷基、低级烯基、任选取代的芳基和任选取代的芳烷基组成的组； n 为 0 或 1； R3 是氢原子、任选取代的低级烷基、低级烯基、任选取代的芳基或任选取代的芳烷基；和 (a) R4 是氢原子、低级烷基或苯基-低级烷基； R5和R6（相同或不同）各自选自由氢原子、任选取代的低级烷基或芳基组成的组；以及 R7选自由-OR8、-NR9或-SR10组成的组，其中R8和R,o各自选自由氢原子、低级烷基、任选取代的芳基或任选取代的芳烷基组成的组，Rs是氢原子、羟基或低级烷基或-氨基酸的残基；或 (b) R4 和 R5 是四元、五元或六元任选取代的杂环的一部分，是 2 至 4 个碳原子或碳原子与氮、硫或氧原子的连接桥；以及 R6 和 R7 各自如(a)中定义；但当 R3 是氢原子，n 是 0，杂环是未取代的吡咯烷，R6 是氢原子，R7 是 ORB 时，R1、R2 和 R8 中至少有一个是任选取代的芳基；或 (b) R3 是氢原子，n 是 0，杂环是未取代的吡咯烷，R6 是氢原子，R7 是 ORB 时，R1、R2 和 R8 中至少有一个是任选取代的芳基。 (c) R5 和 R6 被选来形成 a-氨基酸侧链，其中 N(R4) CR5R6COR7 是 a-氨基酸残基；但(i)当 R3 为氢且 n 为 0 时，a-氨基酸残基不是丙氨酸、天冬氨酸、谷氨酸、甘氨酸或苯丙氨酸，和(ii)当 R3 为氢且 n 为 1 时，a-氨基酸残基不是天冬氨酸；或 (d) R5 和 R6 是 3 至 6 个碳原子的环烷基环的一部分；和 R4和R7（如适用）各自如(a)中定义；或式（I）化合物的药学上可接受的盐。
• Direct Oxidative Cyclization of 3-Arylpropionic Acids to 3,4-Dihydrocoumarins: Reinvestigation of the Reaction Mechanism
  作者：Huiyi Zeng、Zihao Ye、An Chai、You Jiang、Yue Zou、Fanhong Wu、Zhiming Li、Lijun Zhou

  DOI：10.1021/acs.joc.3c02645

  日期：2024.4.19

  Instigated by olfactory analysis of odorant molecules, the constitutions of 3,4-dihydrocoumarins prepared by PIFA-based oxidative cyclizations of 3-arylpropionic acids were revised by means of 2D NMR and X-ray analysis. Supported by computational analysis, the migratory mechanism of intermediate spirolactonic cations has been amended: 1,2-alkyl shifts instead of 1,2-carboxylic shifts were selectively obtained

  在气味分子嗅觉分析的启发下，通过 2D NMR 和 X 射线分析对 3-芳基丙酸基于 PIFA 的氧化环化制备的 3,4-二氢香豆素的组成进行了修正。在计算分析的支持下，中间体螺内酯阳离子的迁移机制得到了修正：选择性地获得了1,2-烷基位移而不是1,2-羧基位移。
• One-Pot Oxidation/Isomerization of <i>Z</i>-Allylic Alcohols with Oxygen as Stoichiometric Oxidant
  作者：Daniel Könning、Wolf Hiller、Mathias Christmann

  DOI：10.1021/ol302420k

  日期：2012.10.19

  A method for generating (E)-alpha,beta-unsaturated aldehydes from Z-allylic alcohols or E/Z-mixtures is described. The one-pot procedure involves a Cu-catalyzed oxidation followed by an organocatalytic DE-isomerization with N,N-dimethylaminopyridine (DMAP).
• Tsivunin,V.S.; D'yakonova,N.I., Journal of general chemistry of the USSR, 1970, vol. 40, p. 1983 - 1987
  作者：Tsivunin,V.S.、D'yakonova,N.I.

  DOI：——

  日期：——
• Pudowik; Jarmuchametowa, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1952, p. 721,725
  作者：Pudowik、Jarmuchametowa

  DOI：——

  日期：——