2-iso-propyl-2H-tetrazol-5-ylacetic acid | 21743-81-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-iso-propyl-2H-tetrazol-5-ylacetic acid
• 英文别名: 2-Isopropyl-5-carboxymethyl-2H-tetrazol；2-Isopropyl-tetrazolyl-5-essigsaeure；2-(2-Propan-2-yltetrazol-5-yl)acetic acid
• CAS: 21743-81-7
• 化学式: C₆H₁₀N₄O₂
• mdl: MFCD07643225
• 分子量: 170.171
• InChiKey: GZLDMPUJBOLXFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  372.0±44.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  80.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-iso-propyl-2H-tetrazol-5-ylacetic acid 、 palladium dichloride 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以83%的产率得到trans-[PdCl₂(2-iso-propyltetrazol-5-ylacetic acid)₂]
  参考文献：
  名称：

  Novel water soluble palladium(II) complexes featuring tetrazolylacetic acids and their esters

  摘要：

  2-R-2H-Tetrazol-5-ylacetic acids (R = iso-Pr, tert-Bu, CH2COOH) (1a-c) react with PdCl2 in 5% (w/w) MeOH in 1 M HCl furnishing the palladium(II) water soluble completes trans-[PdCl2L2] (2a-c). In the presence of EtOH in the reaction mixture, esterification of the tetrazolylacetoxy groups occurs leading to trans-pdCl(2)(ethyl 2-R-2H-tetrazol-5-ylacetate)(2)] (3a-c). In the case of reaction of 2-tert-butyl-tetrazol-5-ylacetic acid 1b With PdCl2 increasing of the proportion of methanol up to 50% (w/w) led to the esterification to give trans-[PdCl2(methyl 2-tert-butyl-tetrazol-5-ylacetate)(2)] 4b. Complexation of isomeric 5-methyl-1H-tetrazol-1-ylacetic acid 5 with PdCl2 at the same conditions leads to trans[PdCl2(5-methyl-IH-tetrazol-1-ylacetic acid)(2)] 6 and trans-[PdCl2(ethyl 2-(5-methyl-1H-tetrazol-1-yl)acetate)(2)] 7. The complexes obtained were characterized by HRESI+-MS, H-1, C-13{H-1} NMR, and IR spectroscopies as well as by X-ray diffraction (for 2a, 3a, 3b, 4b and 6.H2O). According DSC/TG analysis the thermal decomposition of the complexes occurs by the same mechanism similar to that of the free ligands. In all cases it starts with evolution of molecular nitrogen from the tetrazole ligand which is accompanied by an exothermic effect. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.12.032
• 作为产物：
  描述：

  (2-isopropyl-2H-tetrazol-5-yl)-acetic acid ethyl ester 在 potassium hydroxide 作用下， 生成 2-iso-propyl-2H-tetrazol-5-ylacetic acid
  参考文献：
  名称：

  具有 2-烷基-2H-四唑-5-基乙酸的水溶性铂 (II) 配合物：合成、表征和抗增殖活性

  摘要：

  2-R-2H-四唑-5-基乙酸（缩写为 2-R-taa；R = Me、iPr、tBu）与 K2[PtCl4] 在 1 m HCl 的 H2O 中在室温下反应，提供反式铂 (II)配合物反式-[PtCl2(2-R-taa)2] (1-3)，而顺式异构体 cis-[PtCl2(2-R-taa)2] (R = iPr, 4; tBu, 5) 是在较低温度 (4–6 °C) 下分离。在反应混合物中存在 EtOH 时，2-tBu-taa 的四唑-5-基乙酰氧基的酯化导致反式-[PtCl2（2-叔丁基-2H-四唑-5-基乙酸乙酯）2]（ 6). 配合物 1-6 通过元素分析 (CHN)、HRESI+-MS、1H、13C{1H}、195Pt{1H} NMR 和 IR 光谱、差示扫描量热法/热重法 (DSC/TG) 和 X 射线衍射 ( 1·H2O、2、3·2H2O、4、5·2H2O 和 6)。溶液中四唑基复合物的生成（D2O

  DOI：

  10.1002/ejic.201600626

文献信息

• Antibacterial activity of 6-(5-membered heteroarylacetamido)penicillanic acids
  作者：Ronald G. Micetich、Rintje Raap、John Howard、Imre Pushkas

  DOI：10.1021/jm00273a033

  日期：1972.3
• Novel water soluble palladium(II) complexes featuring tetrazolylacetic acids and their esters
  作者：Aleksandra V. Protas、Elena A. Popova、Vitalii V. Suslonov、Rostislav E. Trifonov

  DOI：10.1016/j.poly.2016.12.032

  日期：2017.3

  2-R-2H-Tetrazol-5-ylacetic acids (R = iso-Pr, tert-Bu, CH2COOH) (1a-c) react with PdCl2 in 5% (w/w) MeOH in 1 M HCl furnishing the palladium(II) water soluble completes trans-[PdCl2L2] (2a-c). In the presence of EtOH in the reaction mixture, esterification of the tetrazolylacetoxy groups occurs leading to trans-pdCl(2)(ethyl 2-R-2H-tetrazol-5-ylacetate)(2)] (3a-c). In the case of reaction of 2-tert-butyl-tetrazol-5-ylacetic acid 1b With PdCl2 increasing of the proportion of methanol up to 50% (w/w) led to the esterification to give trans-[PdCl2(methyl 2-tert-butyl-tetrazol-5-ylacetate)(2)] 4b. Complexation of isomeric 5-methyl-1H-tetrazol-1-ylacetic acid 5 with PdCl2 at the same conditions leads to trans[PdCl2(5-methyl-IH-tetrazol-1-ylacetic acid)(2)] 6 and trans-[PdCl2(ethyl 2-(5-methyl-1H-tetrazol-1-yl)acetate)(2)] 7. The complexes obtained were characterized by HRESI+-MS, H-1, C-13H-1} NMR, and IR spectroscopies as well as by X-ray diffraction (for 2a, 3a, 3b, 4b and 6.H2O). According DSC/TG analysis the thermal decomposition of the complexes occurs by the same mechanism similar to that of the free ligands. In all cases it starts with evolution of molecular nitrogen from the tetrazole ligand which is accompanied by an exothermic effect. (C) 2016 Elsevier Ltd. All rights reserved.
• Water‐Soluble Platinum(II) Complexes Featuring 2‐Alkyl‐2 <i>H</i> ‐tetrazol‐5‐ylacetic Acids: Synthesis, Characterization, and Antiproliferative Activity
  作者：Elena A. Popova、Tatiyana V. Serebryanskaya、Stanislav I. Selivanov、Matti Haukka、Taras L. Panikorovsky、Vladislav V. Gurzhiy、Ingo Ott、Rostislav E. Trifonov、Vadim Yu. Kukushkin

  DOI：10.1002/ejic.201600626

  日期：2016.10

  1·H2O, 2, 3·2H2O, 4, 5·2H2O, and 6). The generation of the tetrazole-based complexes in solution (1 m DCl in D2O, 25 °C) was studied by 1H NMR spectroscopy and HPLC-MS. The obtained data indicate the initial formation of anionic [PtCl3(2-R-taa)]– complexes that are subsequently converted into disubstituted isomeric platinum(II) species cis- and trans-[PtCl2(2-R-taa)2]. By contrast to cis- and trans-[PtCl2(2-R-taa)2]

  2-R-2H-四唑-5-基乙酸（缩写为 2-R-taa；R = Me、iPr、tBu）与 K2[PtCl4] 在 1 m HCl 的 H2O 中在室温下反应，提供反式铂 (II)配合物反式-[PtCl2(2-R-taa)2] (1-3)，而顺式异构体 cis-[PtCl2(2-R-taa)2] (R = iPr, 4; tBu, 5) 是在较低温度 (4–6 °C) 下分离。在反应混合物中存在 EtOH 时，2-tBu-taa 的四唑-5-基乙酰氧基的酯化导致反式-[PtCl2（2-叔丁基-2H-四唑-5-基乙酸乙酯）2]（ 6). 配合物 1-6 通过元素分析 (CHN)、HRESI+-MS、1H、13C1H}、195Pt1H} NMR 和 IR 光谱、差示扫描量热法/热重法 (DSC/TG) 和 X 射线衍射 ( 1·H2O、2、3·2H2O、4、5·2H2O 和 6)。溶液中四唑基复合物的生成（D2O